Benzylamine → HCID 54696309, compound
Reaction equation
C(O[C:4]([C:6]1[N:7]=[C:8]([C:15]2[C:20](F)=[CH:19][CH:18]=[CH:17][C:16]=2F)[N:9]([CH3:14])[C:10](=[O:13])[C:11]=1[OH:12])=[O:5])C.[CH2:23]([NH2:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:23]([NH:30][C:4]([C:6]1[N:7]=[C:8]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:9]([CH3:14])[C:10](=[O:13])[C:11]=1[OH:12])=[O:5])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1Participants
3
Procedure
Prepared according to the procedure described for example 2 from 2-(2,6-difluoro-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester (62 mg, 0.2 mmol) and benzylamine (64 mg, 0.6 mmol). The title product was obtained as a white solid (45 mg, 61% yield). 1HNMR (500 MHz, CDCl3) δ:). 12.38 (1H, s), 7.82 (1H, br s), 7.53–7.47 (1H, m), 7.37–7.29 (5H, m), 7.25–7.26 (2H, m), 7.07–7.04 (2H, m), 4.60 (2H, d, J=5.8 Hz), 3.42 (3H, s). HRMS calcd for C19H16F2N3O3 (M+H): 372.1160; found: 372.1156. Anal. Cald for C19H15F2N3O3: C, 61.45, H, 4.07; N, 11.31; found: C, 61.12, H, 3.77; N, 11.06
Workup
- customPrepared
Sources & evidence
- ORD record
- ord-53a99b86695c40699578b52b9c76a4f5
- Source dataset
- uspto-grants-2006_05
- Patent number
- US07037908B2
Reaction notes
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