3-[(2-Methylpropane-2-sulfonyl)methyl]aniline → 4-[2-(Benzyloxy)-4-fluorophenyl]-N-{3-[(tert-butylsulfonyl)methyl]phenyl}-5-fluoropyrimidin-2-amine

HRID 514698Notes

Reaction equation

HRID 514698 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]1[C:21]([F:22])=[CH:20][N:19]=[C:18](Cl)[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:24]([S:28]([CH2:31][C:32]1[CH:33]=[C:34]([CH:36]=[CH:37][CH:38]=1)[NH2:35])(=[O:30])=[O:29])([CH3:27])([CH3:26])[CH3:25]>>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]1[C:21]([F:22])=[CH:20][N:19]=[C:18]([NH:35][C:34]2[CH:36]=[CH:37][CH:38]=[C:32]([CH2:31][S:28]([C:24]([CH3:27])([CH3:26])[CH3:25])(=[O:30])=[O:29])[CH:33]=2)[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 434443963-[(2-Methylpropane-2-sulfonyl)methyl]anilineHCID 867296104-[2-(Benzyloxy)-4-fluorophenyl]-2-chloro-5-fluoropyrimidine

Product 1

HCID 715111334-[2-(Benzyloxy)-4-fluorophenyl]-N-{3-[(tert-butylsulfonyl)methyl]phenyl}-5-fluoropyrimidin-2-amine

Procedure

Example 4 was prepared under similar conditions as described in the preparation of Example 3 using 4-[2-(benzyloxy)-4-fluorophenyl]-2-chloro-5-fluoropyrimidine and 3-[(tert-butylsulfonyl)methyl]aniline (UkrOrgSynthesis Ltd.). The batch was purified by preparative HPLC.

Workup

  1. customExample 4 was prepared under similar conditions
  2. customThe batch was purified by preparative HPLC

Sources & evidence

ORD record
ord-e74b9b0f549f40edb0d5a69bdbeb3837
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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