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CN(C)C1CNC1Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | N,N-dimethylazetidin-3-amine |
|---|---|
| IUPAC Name | — |
| CAS Number | 138022-85-2 |
| Database ID | 10351656 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
N,N-dimethylazetidin-3-amine (CAS 138022-85-2) 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 10351656
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-e60a92f2380845ce9e69da3b154290e2Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-36bdbbb90cbd4ac5a92573890690f329Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-3a90a965e72048738595c5a635f33c75Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-74447189d21e468cb2281b717c3c0172Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2f297af8bdd64efa9afe07feccb59c26Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared in an analogous fashion to that described in Example 236 using 2-chloro-5′-fluoro-N-(4-(trifluoromethoxy)phenyl)-[3,3′-bipyridine]-5-carboxamide (Stage 236.1) and N,N-dimethylazetidin-3-amine. The crude product was purified by preparative HPLC (Condition 14). Fractions containing product were combined, treated with sat. aq. Na2CO3 and the MeCN was removed. The aq. phase was extracted with DCM and the combined organic layers were dried over Na2SO4, filtered and the filtrate was evaporated off under reduced pressure to afford the title product as white crystals. HPLC (Condition 10) tR=6.01 min, UPLC-MS (Condition 3) tR=0.82 min, m/z=476.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.99 (s, 6H) 2.95-3.04 (m, 1H) 3.53 (dd, J=9.19, 5.28 Hz, 2H) 3.69-3.77 (m, 2H) 7.36 (d, J=8.99 Hz, 2H) 7.87 (d, J=8.99 Hz, 3H) 8.08 (d, J=2.35 Hz, 1H) 8.54-8.57 (m, 1H) 8.63 (d, J=2.74 Hz, 1H) 8.79 (d, J=2.35 Hz, 1H) 10.23 (s, 1H). The title compound was prepared in an analogous fashion to The crude product was purified by preparative HPLC (Condition 14) Fractions containing product treated with sat. aq. Na2CO3 the MeCN was removed The aq. phase was extracted with DCM the combined organic layers were dried over Na2SO4 filtered the filtrate was evaporated off under reduced pressure
Source ID: ord-2d960e4311e74dd0a15141fe46761090Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and N,N-dimethylazetidin-3-amine 1H NMR (500 MHz, DMSO-d6) δ ppm 2.33 (d, J=1.95 Hz, 3 H) 2.81 (s, 6 H) 4.07-4.21 (m, 1 H) 4.29 (br. s., 2 H) 4.47-4.59 (m, 1 H) 4.66 (m, J=7.80 Hz, 1H) 7.63 (br. s., 1 H) 7.71-7.78 (m, 1 H) 7.91-8.81 (m, 4 H). ESI-MS m/z [M+H]+ 421.3.
Source ID: ord-afc8df3e81ec476a8860d6cc0a19e7aaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and N,N-dimethylazetidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 2.33 (d, J=1.95 Hz, 3H) 2.81 (s, 6H) 4.07-4.21 (m, 1H) 4.29 (br. s., 2H) 4.47-4.59 (m, 1H) 4.66 (m, J=7.80 Hz, 1H) 7.63 (br. s., 1H) 7.71-7.78 (m, 1H) 7.91-8.81 (m, 4H). ESI-MS m/z [M+H]+ 421.3.
Source ID: ord-489c01ce7e224e4ebb8e3fd27adcb7ebConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared in a manner similar to Example 301 using 6-(4-(4-cyano-3-fluoro-2-methylphenyl)-5-hydroxy-1H-pyrazol-1-yl)nicotinic acid and N,N-dimethylazetidin-3-amine. 1H NMR (500 MHz, DMSO-d6) δ ppm 2.33 (d, J=1.95 Hz, 3H) 2.81 (s, 6H) 4.07-4.21 (m, 1H) 4.29 (br. s., 2H) 4.47-4.59 (m, 1H) 4.66 (m, J=7.80 Hz, 1H) 7.63 (br. s., 1H) 7.71-7.78 (m, 1H) 7.91-8.81 (m, 4H). ESI-MS m/z [M+H]+ 421.3.
Source ID: ord-489c01ce7e224e4ebb8e3fd27adcb7ebConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared in an analogous fashion to that described in Example 38 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1H-pyrazol-5-yl)nicotinamide (Stage 48.1) and N,N-dimethylazetidin-3-amine to afford a white solid. HPLC (Condition 7) tR=5.768 min, UPLC-MS (Condition 3) tR=0.78 min, m/z=463.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.01 (s, 6H) 2.90-3.06 (m, 1H) 3.51-3.62 (m, 2H) 3.71-3.86 (m, 2H) 6.37-6.48 (m, 1H) 7.33 (d, J=8.60 Hz, 2H) 7.53-7.93 (m, J=9.4 Hz, 3H) 8.08 (d, J=2.35 Hz, 1H) 8.74 (d, J=1.95 Hz, 1H) 10.19-10.29 (m, 1H) 12.91-13.22 (m, 1H). to afford a white solid
Source ID: ord-bedba98c39774258babb583e932665ebConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound was prepared in an analogous fashion to that described in Example 38 using 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1H-pyrazol-5-yl)nicotinamide (Stage 48.1) and N,N-dimethylazetidin-3-amine to afford a white solid. HPLC (Condition 7) tR=5.768 min, UPLC-MS (Condition 3) tR=0.78 min, m/z=463.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.01 (s, 6H) 2.90-3.06 (m, 1H) 3.51-3.62 (m, 2H) 3.71-3.86 (m, 2H) 6.37-6.48 (m, 1H) 7.33 (d, J=8.60 Hz, 2H) 7.53-7.93 (m, J=9.4 Hz, 3H) 8.08 (d, J=2.35 Hz, 1H) 8.74 (d, J=1.95 Hz, 1H) 10.19-10.29 (m, 1H) 12.91-13.22 (m, 1H). to afford a white solid
Source ID: ord-bedba98c39774258babb583e932665ebConditions: temp:110.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: DIPEA (0.182 mL, 1.043 mmol) was added to 6-chloro-5-(1H-pyrazol-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 38.1, 70 mg, 0.174 mmol), N,N-dimethylazetidin-3-amine (60.1 mg, 0.348 mmol) and iPr2O (1 mL) in a vial, which was sealed and the RM was stirred at 110° C. for 5 h. After cooling to RT, the RM was dissolved in EtOAc, washed with brine, dried over Na2SO4 and the solvent was evaporated off under reduced pressure to give a crude product which was purified by preparative HPLC (Condition 10). Fractions containing product were combined, treated with sat. aq. Na2CO3 and the MeCN was evaporated off under reduced pressure. The aq. phase was extracted with DCM (2×20 mL) and the combined extracts were dried over Na2SO4 and the solvent was evaporated off under reduced pressure to give the title compound as white crystals. HPLC (Condition 7) tR=5.627 min, UPLC-MS (Condition 3) tR=0.75 min, m/z=447.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 2.01 (s, 6H) 2.90-3.05 (m, 1H) 3.49-3.62 (m, 2H) 3.70-3.87 (m, 2H) 6.36-6.51 (m, 1H) 7.34 (d, J=8.99 Hz, 2H) 7.80-7.92 (m, J=8.60 Hz, 3H) 8.08 (d, J=2.35 Hz, 1H) 8.69-8.79 (m, J=2.30 Hz, 1H) 10.24 (s, 1H) 12.90-13.21 (m, 1H). was sealed After cooling to RT washed with brine dried over Na2SO4 the solvent was evaporated off under reduced pressure to give a crude product which was purified by preparative HPLC (Condition 10) Fractions containing product treated with sat. aq. Na2CO3 the MeCN was evaporated off under reduced pressure The aq. phase was extracted with DCM (2×20 mL) the combined extracts were dried over Na2SO4 the solvent was evaporated off under reduced pressure
Source ID: ord-789d78e5c8544517b3be0028c53e8cd6PubChem References
These sources are listed in the compound's public database record.
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