Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 11784526 | HCID 11784526 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 11201740 | HCID 11201740 | 64% |
Reaction Steps
A sealed tube containing a solution of methyl 3-[3-bromo-4-(2,4-difluorobenzyloxy)-2-oxo-2H-pyridin-1-ylmethyl]benzoate (0.1 g, 0.21 mmol) and NH3 (3 mL of a 7 N solution in MeOH, 21 mmol) was heated at 75° C. for 16 h. The reaction mixture was cooled to room temperature and the solvent was removed under reduced pressure. Trituration with Et2O/MeOH afforded a white solid (0.06 g, 64%): mp 198-201° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.02-8.00 (m, 2H), 7.85-7.75 (m, 2H), 7.70-7.60 (m, 1H), 7.45-7.30 (m, 4H), 7.17 (t, J=3 Hz, 1H), 6.60 (d, J=9 Hz, 1H), 5.32 (s, 2H), 5.18 (s, 2H). ESHRMS m/z 449.0295 (M+H C20H16BrF2N2O3 requires 449.0307).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07629363B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-4d0a49099a0242cba3639ea956fa08d4 |
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| Source note | uspto-grants-2009_12 |
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