Benzenemethanamine, 3-chloro-4-methyl- → HCID 54711136, compound

HRID 1822688Notes

Reaction equation

HRID 1822688 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.[Cl:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[CH3:32])[CH2:27][NH2:28]>>[Cl:23][C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[CH3:32])[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 106225Benzenemethanamine, 3-chloro-4-methyl-HCID 546914342-(2,6-Difluoro-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester

Product 1

HCID 54711136HCID 54711136, 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-chloro-4-methylbenzylamine (78 mg, 0.5 mmol). The title product was obtained as an off-white solid (35.3 mg, 84% yield). 1HNMR (500 MHz, CDCl3) δ: 12.27 (1H, s), 7.78 (1H, br s), 7.53–7.45 (1H, m), 7.31–7.03 (5H, m), 4.52 (2H, d, J=3.96 Hz), 3.41 (3H, s), 2.33 (3H, s). HRMS (ESI) calcd for C20H17ClF2N3O3 (M+H): 420.0926; found: 420.0929.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-40ad547630594a7bb2cbfbae71d8c731
Source dataset
uspto-grants-2006_05
Patent number
US07037908B2

Reaction notes

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