4-Fluoro-3-methylanisole → (4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(3-fluoro-6-methoxy-2-methyl-phenyl)-methanone

HRID 1435369Notes

Reaction equation

HRID 1435369 reaction equation
CON(C)[C:4]([C:6]1[C:7]([NH2:15])=[N:8][C:9]([S:12][CH2:13][CH3:14])=[N:10][CH:11]=1)=[O:5].[F:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[CH3:26]>>[NH2:15][C:7]1[C:6]([C:4]([C:22]2[CH:23]=[C:18]([F:17])[C:19]([CH3:26])=[CH:20][C:21]=2[O:24][CH3:25])=[O:5])=[CH:11][N:10]=[C:9]([S:12][CH2:13][CH3:14])[N:8]=1.[NH2:15][C:7]1[C:6]([C:4]([C:20]2[C:21]([O:24][CH3:25])=[CH:22][CH:23]=[C:18]([F:17])[C:19]=2[CH3:26])=[O:5])=[CH:11][N:10]=[C:9]([S:12][CH2:13][CH3:14])[N:8]=1

Participants

4

Reactant 2

HCID 1375464-Fluoro-3-methylanisoleHCID 119748325-Pyrimidinecarboxamide, 4-amino-2-(ethylthio)-N-methoxy-N-methyl-

Product 2

HCID 21070580(4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(3-fluoro-6-methoxy-2-methyl-phenyl)-methanoneHCID 21070589(4-Amino-2-ethylsulfanyl-pyrimidin-5-yl)-(5-fluoro-2-methoxy-4-methyl-phenyl)-methanone

Procedure

The same procedure as described in Example 170 was used, starting from 4-amino-2-ethylsulfanyl-pyrimidine-5-carboxylic acid methoxy-methyl-amide (Example 1) and 4-fluoro-3-methylanisole (Aldrich), to give (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(5-fluoro-2-methoxy-4-methyl-phenyl)-methanone as a white solid, MS (M+H)+, 322 and (4-amino-2-ethylsulfanyl-pyrimidin-5-yl)-(3-fluoro-6-methoxy-2-methyl-phenyl)-methanone as a white solid, MS (M+H)+, 322

Sources & evidence

ORD record
ord-bf2f4a9a988546e8b53f0c8b6f70c9f2
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

Loading…