2-Chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidine → 5-Fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{3-fluoro-5-[(methylsulfonyl)methyl]phenyl}pyrimidin-2-amine

HRID 514710Notes

Reaction equation

HRID 514710 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=2[O:15][CH3:16])[C:5]([F:17])=[CH:4][N:3]=1.[F:18][C:19]1[CH:20]=[C:21]([CH:23]=[C:24]([CH2:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:25]=1)[NH2:22]>>[F:17][C:5]1[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=2[O:15][CH3:16])=[N:7][C:2]([NH:22][C:21]2[CH:23]=[C:24]([CH2:26][S:27]([CH3:30])(=[O:29])=[O:28])[CH:25]=[C:19]([F:18])[CH:20]=2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 867296092-Chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidineHCID 867296143-Fluoro-5-[(methylsulfonyl)methyl]aniline

Product 1

HCID 715090335-Fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{3-fluoro-5-[(methylsulfonyl)methyl]phenyl}pyrimidin-2-amine

Procedure

Example 12 was prepared under similar conditions as described in the preparation of Example 1 using 2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidine and 3-fluoro-5-[(methylsulfonyl)methyl]aniline. The batch was purified by preparative HPLC.

Workup

  1. customExample 12 was prepared under similar conditions
  2. customThe batch was purified by preparative HPLC

Sources & evidence

ORD record
ord-a8bec637a0b84c20a81f3f4ed683eb12
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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