(4-Fluoro-2-(trifluoromethyl)phenyl)methanamine → HCID 54711730, compound

HRID 1822691Notes

Reaction equation

HRID 1822691 reaction equation
C(O[C:4]([C:6]1[N:7]=[C:8]([C:15]2[C:20]([F:21])=[CH:19][CH:18]=[CH:17][C:16]=2[F:22])[N:9]([CH3:14])[C:10](=[O:13])[C:11]=1[OH:12])=[O:5])C.[F:23][C:24]([F:35])([F:34])[C:25]1[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:26]=1[CH2:27][NH2:28]>>[F:33][C:31]1[CH:30]=[CH:29][C:26]([CH2:27][NH:28][C:4]([C:6]2[N:7]=[C:8]([C:15]3[C:16]([F:22])=[CH:17][CH:18]=[CH:19][C:20]=3[F:21])[N:9]([CH3:14])[C:10](=[O:13])[C:11]=2[OH:12])=[O:5])=[C:25]([C:24]([F:23])([F:34])[F:35])[CH:32]=1

Participants

3

Reactant 2

HCID 2734878(4-Fluoro-2-(trifluoromethyl)phenyl)methanamineHCID 546914342-(2,6-Difluoro-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester

Product 1

HCID 54711730HCID 54711730, compound

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 (31 mg, 0.1 mmol) and 2-trifluoromethyl-4-fluorobenzylamine (97 mg, 0.5 mmol). The title product was obtained as an off-white solid (25.7 mg, 56% yield). 1HNMR (500 MHz, CDCl3) δ: 12.07 (1H, s), 7.92 (1H, t, J=5.34), 7.53–7.47 (1H, m), 7.36 (1H, s), 7.24 (2H, d, J=8.24 Hz), 7.06 (2H, dd, J=8.54, 7.33 Hz), 4.63 (2H, d, J=6.41 Hz), 3.42 (3H, s). HRMS (ESI) calcd for C20H12F6N3O3 (M−H): 456.0783; found: 456.0793.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f93292e9a3c049608c39e21d238b6771
Source dataset
uspto-grants-2006_05
Patent number
US07037908B2

Reaction notes

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