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C1CCN2CCNCC2C1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine |
|---|---|
| IUPAC Name | — |
| CAS Number | 4430-75-5 |
| Database ID | 2876391 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (CAS 4430-75-5) 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 2876391
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-725bbbacf47743a0834ad3255129b8a8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ed544e74a5b4444fb2db5ab6604674fdConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-814b10f56681491e9fa694d3710849b5Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ecfed8b57704fe687cf335121e7b731Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-cab8ec31a55344a592ebe1f68ca2b778Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0989d44e9aa44564b34c61067cc0a383Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 3-(chlorosulfonyl)benzoyl chloride (0.36 g 1.5 mmol) in anhydrous dichloromethane (50 mL) was added octahydro-1H-pyrido[1,2-a]pyrazine (0.21 g, 1.5 mmol) in dichloromethane (4 mL) slowly over 10 minutes at room temperature. Then sodium carbonate (0.32 g, 3 mmol) was added. The mixture was stirred at room temperature for 5 hours. Then 3-(trifluoromethyl)aniline (2.9 g, 18 mmol) was added. The mixture was stirred at room temperature for 5 days, then sodium carbonate (0.32 g, 3 mmol) and methanol (5 mL) were added, the mixture was stirred for 20 minutes, then filtered, and concentrated. The residue was purified by chromatography on silica gel (methanol/ethyl acetate=1:10) to give the titled compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.00-1.27 (m, 3H), 1.42-2.10 (m, 7H), 2.70-3.40 (m, 4H), 4.25-4.40 (m, 1H), 7.40 (m, 3H), 7.50 (m, 1H), 7.70 (m, 3H), 7.85 (m, 1H), 10.80 (br s, 1H); MS (ESI) m/z 468 (M+H)+. The mixture was stirred at room temperature for 5 days the mixture was stirred for 20 minutes filtered concentrated The residue was purified by chromatography on silica gel (methanol/ethyl acetate=1:10)
Source ID: ord-9a7d9a07375e4dc99dbcfb22c768854dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 3-({[4-(trifluoromethyl)phenyl]amino}sulfonyl)benzoic acid (4.35 g, 12.6 mmol) and 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (5.27 g, 13.9 mmol) in N,N-dimethylacetamide (30 mL) and 2-methyltetrahydrofuran (90 mL) was added 1,4-diazabicyclo[4.4.0]decane (2.47 g, 17.6 mmol). The reaction was stirred at ambient temperature for 2.5 hours, and then it was diluted with 2-methyltetrahydrofuran (57 mL). The organic solution was washed with 6% NaHCO3/6% NaCl (35 mL), and the aqueous layer was extracted with 2-methyltetrahydrofuran (50 mL). The organic layer was washed with 6% NaHCO3/6% NaCl (50 mL) and 1:1 saturated NaCl/water (6×50 mL), and then it was concentrated. The residue was concentrated from ethanol (2×50 mL) to give the title compound. The organic solution was washed with 6% NaHCO3/6% NaCl (35 mL) the aqueous layer was extracted with 2-methyltetrahydrofuran (50 mL) The organic layer was washed with 6% NaHCO3/6% NaCl (50 mL) and 1:1 saturated NaCl/water (6×50 mL) it was concentrated The residue was concentrated from ethanol (2×50 mL)
Source ID: ord-4a929fede5b34f99a9f6d44c93e6d250Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 3-(chlorosulfonyl)benzoyl chloride (0.36 g 1.5 mmol) in anhydrous dichloromethane (50 mL) was added octahydro-1H-pyrido[1,2-a]pyrazine (0.21 g, 1.5 mmol) in dichloromethane (4 mL) slowly over 10 minutes at room temperature. Then sodium carbonate (0.32 g, 3 mmol) was added. The mixture was stirred at room temperature for 5 hours. Then 3-(trifluoromethyl)aniline (2.9 g, 18 mmol) was added. The mixture was stirred at room temperature for 5 days, then sodium carbonate (0.32 g, 3 mmol) and methanol (5 mL) were added, the mixture was stirred for 20 minutes, then filtered, and concentrated. The residue was purified by chromatography on silica gel (methanol/ethyl acetate=1:10) to give the titled compound: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.00-1.27 (m, 3H), 1.42-2.10 (m, 7H), 2.70-3.40 (m, 4H), 4.25-4.40 (m, 1H), 7.40 (m, 3H), 7.50 (m, 1H), 7.70 (m, 3H), 7.85 (m, 1H), 10.80 (br s, 1H); MS (ESI) m/z 468 (M+H)+. The mixture was stirred at room temperature for 5 days the mixture was stirred for 20 minutes filtered concentrated The residue was purified by chromatography on silica gel (methanol/ethyl acetate=1:10)
Source ID: ord-bd982559a8a54c43bdf7da275ecf6cd0Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To 3-({[4-(trifluoromethyl)phenyl]amino}sulfonyl)benzoic acid (4.35 g, 12.6 mmol) and 2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (5.27 g, 13.9 mmol) in N,N-dimethylacetamide (30 mL) and 2-methyltetrahydrofuran (90 mL) was added 1,4-diazabicyclo[4.4.0]decane (2.47 g, 17.6 mmol). The reaction was stirred at ambient temperature for 2.5 hours, and then it was diluted with 2-methyltetrahydrofuran (57 mL). The organic solution was washed with 6% NaHCO3/6% NaCl (35 mL), and the aqueous layer was extracted with 2-methyltetrahydrofuran (50 mL). The organic layer was washed with 6% NaHCO3/6% NaCl (50 mL) and 1:1 saturated NaCl/water (6×50 mL), and then it was concentrated. The residue was concentrated from ethanol (2×50 mL) to give the title compound. The organic solution was washed with 6% NaHCO3/6% NaCl (35 mL) the aqueous layer was extracted with 2-methyltetrahydrofuran (50 mL) The organic layer was washed with 6% NaHCO3/6% NaCl (50 mL) and 1:1 saturated NaCl/water (6×50 mL) it was concentrated The residue was concentrated from ethanol (2×50 mL)
Source ID: ord-5f29be97ee954137801b2172c6d53de7Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-725bbbacf47743a0834ad3255129b8a8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ed544e74a5b4444fb2db5ab6604674fdPubChem References
These sources are listed in the compound's public database record.
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