No renderable structure data available
C1CCN(C1)C(=O)C2=CC=C(C=C2)CBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | [4-(bromomethyl)phenyl]-pyrrolidin-1-ylmethanone |
|---|---|
| IUPAC Name | — |
| CAS Number | 936546-54-2 |
| Database ID | 57762815 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
[4-(bromomethyl)phenyl]-pyrrolidin-1-ylmethanone (CAS 936546-54-2) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 57762815
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ad5283a849ad43278b2a0b096143b2e0Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-{[4-(bromomethyl)phenyl]carbonyl}pyrrolidine (84 mg, 0.31 mmol), 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole (60 mg, 0.32 mmol), and potassium carbonate (87 mg, 0.63 mmol) in N,N-dimethylformamide (2 ml) was stirred at 140° C. in a microwave reactor for 10 minutes. The reaction mixture was cooled and partitioned between dichloromethane and water. The organic layer was dried over sodium sulphate and reduced to minimum volume under reduced pressure. The crude product was purified using mass directed auto-prep to give the title compound as a pale yellow oil (63 mg, 54%). The reaction mixture was cooled partitioned between dichloromethane and water The organic layer was dried over sodium sulphate The crude product was purified
Source ID: ord-986942a66ada4d988f713bf964585912Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-(bromomethyl)benzoic acid (2.43 g, 11.3 mmol) in dichloromethane (40 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (1.83 g, 11.3 mmol). This mixture was allowed to stir at room temperature for 15 minutes. Pyrrolidine (0.8 g, 11.3 mmol) was then added and the stirring continued for 1 hour at room temperature. The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution. The organic layer was dried over sodium sulphate and evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column and eluted from 20-50% ethyl acetate in petroleum ether to give the title compound as a colourless solid (0.5 g, 17%). the stirring continued for 1 hour at room temperature The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution The organic layer was dried over sodium sulphate evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column eluted from 20-50% ethyl acetate in petroleum ether
Source ID: ord-0d35915178004d93909c8ec7e867d8a1Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-{[4-(bromomethyl)phenyl]carbonyl}pyrrolidine (84 mg, 0.31 mmol), 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole (60 mg, 0.32 mmol), and potassium carbonate (87 mg, 0.63 mmol) in N,N-dimethylformamide (2 ml) was stirred at 140° C. in a microwave reactor for 10 minutes. The reaction mixture was cooled and partitioned between dichloromethane and water. The organic layer was dried over sodium sulphate and reduced to minimum volume under reduced pressure. The crude product was purified using mass directed auto-prep to give the title compound as a pale yellow oil (63 mg, 54%). The reaction mixture was cooled partitioned between dichloromethane and water The organic layer was dried over sodium sulphate The crude product was purified
Source ID: ord-986942a66ada4d988f713bf964585912Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-(bromomethyl)benzoic acid (2.43 g, 11.3 mmol) in dichloromethane (40 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (1.83 g, 11.3 mmol). This mixture was allowed to stir at room temperature for 15 minutes. Pyrrolidine (0.8 g, 11.3 mmol) was then added and the stirring continued for 1 hour at room temperature. The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution. The organic layer was dried over sodium sulphate and evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column and eluted from 20-50% ethyl acetate in petroleum ether to give the title compound as a colourless solid (0.5 g, 17%). the stirring continued for 1 hour at room temperature The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution The organic layer was dried over sodium sulphate evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column eluted from 20-50% ethyl acetate in petroleum ether
Source ID: ord-0d35915178004d93909c8ec7e867d8a1Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ad5283a849ad43278b2a0b096143b2e0Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-{[4-(bromomethyl)phenyl]carbonyl}pyrrolidine (84 mg, 0.31 mmol), 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole (60 mg, 0.32 mmol), and potassium carbonate (87 mg, 0.63 mmol) in N,N-dimethylformamide (2 ml) was stirred at 140° C. in a microwave reactor for 10 minutes. The reaction mixture was cooled and partitioned between dichloromethane and water. The organic layer was dried over sodium sulphate and reduced to minimum volume under reduced pressure. The crude product was purified using mass directed auto-prep to give the title compound as a pale yellow oil (63 mg, 54%). The reaction mixture was cooled partitioned between dichloromethane and water The organic layer was dried over sodium sulphate The crude product was purified
Source ID: ord-ae7ccb0a61c24444a074acecc94c9a78Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-(bromomethyl)benzoic acid (2.43 g, 11.3 mmol) in dichloromethane (40 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (1.83 g, 11.3 mmol). This mixture was allowed to stir at room temperature for 15 minutes. Pyrrolidine (0.8 g, 11.3 mmol) was then added and the stirring continued for 1 hour at room temperature. The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution. The organic layer was dried over sodium sulphate and evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column and eluted from 20-50% ethyl acetate in petroleum ether to give the title compound as a colourless solid (0.5 g, 17%). the stirring continued for 1 hour at room temperature The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution The organic layer was dried over sodium sulphate evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column eluted from 20-50% ethyl acetate in petroleum ether
Source ID: ord-2637a498cd624440b189c2e6db0f0f02Conditions: temp:140.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 1-{[4-(bromomethyl)phenyl]carbonyl}pyrrolidine (84 mg, 0.31 mmol), 3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazole (60 mg, 0.32 mmol), and potassium carbonate (87 mg, 0.63 mmol) in N,N-dimethylformamide (2 ml) was stirred at 140° C. in a microwave reactor for 10 minutes. The reaction mixture was cooled and partitioned between dichloromethane and water. The organic layer was dried over sodium sulphate and reduced to minimum volume under reduced pressure. The crude product was purified using mass directed auto-prep to give the title compound as a pale yellow oil (63 mg, 54%). The reaction mixture was cooled partitioned between dichloromethane and water The organic layer was dried over sodium sulphate The crude product was purified
Source ID: ord-986942a66ada4d988f713bf964585912Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of 4-(bromomethyl)benzoic acid (2.43 g, 11.3 mmol) in dichloromethane (40 ml) was treated in one portion with solid 1,1′-carbonyldiimidazole (1.83 g, 11.3 mmol). This mixture was allowed to stir at room temperature for 15 minutes. Pyrrolidine (0.8 g, 11.3 mmol) was then added and the stirring continued for 1 hour at room temperature. The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution. The organic layer was dried over sodium sulphate and evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column and eluted from 20-50% ethyl acetate in petroleum ether to give the title compound as a colourless solid (0.5 g, 17%). the stirring continued for 1 hour at room temperature The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution The organic layer was dried over sodium sulphate evaporated in vaccuo (i.e under reduced pressure) to give a yellow oil which was added to a 20 g pre-packed silica column eluted from 20-50% ethyl acetate in petroleum ether
Source ID: ord-0d35915178004d93909c8ec7e867d8a1PubChem References
These sources are listed in the compound's public database record.
Related Products
12 related records
CAS 20308-68-3
CAS 1171332-00-5
CAS 150514-48-0
CAS 3653-39-2
CAS 6248-28-8
CAS 80020-05-9
CAS 5456-97-3
CAS 1392514-89-4
CAS 6914-62-1
CAS 5692-23-9
CAS 5448-35-1
CAS 926252-86-0
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.