3-[(Propane-2-sulfonyl)methyl]aniline → 4-[2-(Benzyloxy)-4-fluorophenyl]-5-fluoro-N-{3-[(propan-2-ylsulfonyl)methyl]phenyl}pyrimidin-2-amine

HRID 514699Notes

Reaction equation

HRID 514699 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.[CH3:24][CH:25]([S:27]([CH2:30][C:31]1[CH:32]=[C:33]([CH:35]=[CH:36][CH:37]=1)[NH2:34])(=[O:29])=[O:28])[CH3:26]>>[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:34][C:33]2[CH:35]=[CH:36][CH:37]=[C:31]([CH2:30][S:27]([CH:25]([CH3:26])[CH3:24])(=[O:29])=[O:28])[CH:32]=2)[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 225019353-[(Propane-2-sulfonyl)methyl]anilineHCID 867296104-[2-(Benzyloxy)-4-fluorophenyl]-2-chloro-5-fluoropyrimidine

Product 1

HCID 715111344-[2-(Benzyloxy)-4-fluorophenyl]-5-fluoro-N-{3-[(propan-2-ylsulfonyl)methyl]phenyl}pyrimidin-2-amine

Procedure

Example 5 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-[(propan-2-ylsulfonyl)methyl]aniline (UkrOrgSynthesis Ltd.). The batch was purified by preparative HPLC.

Workup

  1. customExample 5 was prepared under similar conditions
  2. customThe batch was purified by preparative HPLC

Sources & evidence

ORD record
ord-9ff185a70c6445c89d3e6e5629899c7e
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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