3-(Methanesulfonylmethyl)aniline → 4-(2,4-difluorophenyl)-5-fluoro-N-{3-[(methylsulfonyl)methyl]phenyl}pyrimidin-2-amine

HRID 514711Notes

Reaction equation

HRID 514711 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[F:15])[C:5]([F:16])=[CH:4][N:3]=1.[CH3:17][S:18]([CH2:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25])(=[O:20])=[O:19]>>[F:15][C:9]1[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:8]=1[C:6]1[C:5]([F:16])=[CH:4][N:3]=[C:2]([NH:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:22]([CH2:21][S:18]([CH3:17])(=[O:20])=[O:19])[CH:23]=2)[N:7]=1

Participants

3

Reactant 2

HCID 219563393-(Methanesulfonylmethyl)aniline2×HCID 790730712-Chloro-4-(2,4-difluorophenyl)-5-fluoropyrimidine2×

Product 1

HCID 867296154-(2,4-difluorophenyl)-5-fluoro-N-{3-[(methylsulfonyl)methyl]phenyl}pyrimidin-2-amine

Procedure

Example 16.2 was prepared under similar conditions as described in the preparation of Example 3. using 2-chloro-4-(2,4-difluorophenyl)-5-fluoropyrimidine (Intermediate 16.1) and 3-[(methylsulfonyl)methyl]aniline (Intermediate 1.3). The batch was purified by preparative HPLC.

Workup

  1. customExample 16.2 was prepared under similar conditions
  2. customas described in the preparation of Example 3
  3. customThe batch was purified by preparative HPLC

Sources & evidence

ORD record
ord-d8bf1520036c4461bbe5e39d68831b87
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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