3-Fluoro-4-(trifluoromethyl)benzylamine → HCID 54681878, compound

HRID 1822696Notes

Reaction equation

HRID 1822696 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]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[C:32]([F:35])([F:34])[F:33])[CH2:27][NH2:28]>>[F:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[C:32]([F:33])([F:34])[F:35])[CH2:27][NH:28][C:4]([C:6]1[N:7]=[C:8]([C:15]2[C:16]([F:22])=[CH:17][CH:18]=[CH:19][C:20]=2[F:21])[N:9]([CH3:14])[C:10](=[O:13])[C:11]=1[OH:12])=[O:5]

Participants

3

Reactant 2

HCID 27375673-Fluoro-4-(trifluoromethyl)benzylamineHCID 546914342-(2,6-Difluoro-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester

Product 1

HCID 54681878HCID 54681878, 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 3-fluoro-4-trifluoromethylbenzylamine (97 mg, 0.5 mmol). The title product was obtained as an off-white solid (44.7 mg, 98% yield). 1HNMR (500 MHz, CDCl3) δ: 12.13 (1H, s), 7.88 (1H, br s), 7.57–7.47 (4H, m), 7.06 (2H, dd, J=8.54, 7.32 Hz), 4.59 (2H, d, J=6.41 Hz), 3.41 (3H, s). HRMS (ESI) calcd for C20H12F6N3O3 (M−H): 456.0782; found: 456.0788.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-ee35f65483a8435195d50bc1811e99c8
Source dataset
uspto-grants-2006_05
Patent number
US07037908B2

Reaction notes

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