2,4,5-Trichloropyrimidine → (2,5-Dichloro-pyrimidin-4-yl)-(2-fluoro-6-methanesulfonyl-phenyl)-amine

HRID 1687615Notes

Reaction equation

HRID 1687615 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8]([CH3:11])(=[O:10])=[O:9])[C:3]=1[NH2:12].[Cl:13][C:14]1[N:19]=[C:18](Cl)[C:17]([Cl:21])=[CH:16][N:15]=1>>[Cl:13][C:14]1[N:19]=[C:18]([NH:12][C:3]2[C:4]([S:8]([CH3:11])(=[O:10])=[O:9])=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[C:17]([Cl:21])=[CH:16][N:15]=1

Participants

3

Reactant 2

HCID 2372592,4,5-TrichloropyrimidineHCID 211613062-Fluoro-6-methanesulfonylaniline

Product 1

HCID 86633988(2,5-Dichloro-pyrimidin-4-yl)-(2-fluoro-6-methanesulfonyl-phenyl)-amine

Procedure

(2,5-Dichloro-pyrimidin-4-yl)-(2-fluoro-6-methanesulfonyl-phenyl)-amine was prepared from 2-Fluoro-6-methanesulfonyl-phenylamine and 2,4,5-trichloropyrimidine in an analogous manner to Example 1251d to afford an orange solid (1.38 g, 62%). MP 212-215, HPLC purity 95%, LCMS 338 (M+H), 1H-NMR (CDCl3, 400 MHz) δ 8.33 (s, 1H), 8.23 (s, 1H), 7.88 (d, J=2.7 Hz, 1H), 7.90-7.87 (m, 2H), 3.01 (s, 3H).

Sources & evidence

ORD record
ord-ca7083b0c22d4da1a2b480041c75e2de
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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