3-[(Cyclohexanesulfonyl)methyl]aniline → 4-[2-(Benzyloxy)-4-fluorophenyl]-N-{3-[(cyclohexylsulfonyl)methyl]phenyl}-5-fluoropyrimidin-2-amine

HRID 514700Notes

Reaction equation

HRID 514700 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.[CH:24]1([S:30]([CH2:33][C:34]2[CH:35]=[C:36]([CH:38]=[CH:39][CH:40]=2)[NH2:37])(=[O:32])=[O:31])[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1>>[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:37][C:36]2[CH:38]=[CH:39][CH:40]=[C:34]([CH2:33][S:30]([CH:24]3[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]3)(=[O:32])=[O:31])[CH:35]=2)[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 518899963-[(Cyclohexanesulfonyl)methyl]anilineHCID 867296104-[2-(Benzyloxy)-4-fluorophenyl]-2-chloro-5-fluoropyrimidine

Product 1

HCID 715111354-[2-(Benzyloxy)-4-fluorophenyl]-N-{3-[(cyclohexylsulfonyl)methyl]phenyl}-5-fluoropyrimidin-2-amine

Procedure

Example 6 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-[(cyclohexylsulfonyl)methyl]aniline (UkrOrgSynthesis Ltd.). The batch was purified by preparative HPLC.

Workup

  1. customExample 6 was prepared under similar conditions
  2. customThe batch was purified by preparative HPLC

Sources & evidence

ORD record
ord-f9a9bcc2b73f4794b8acc8a81190c2cf
Source dataset
uspto-grants-2015_08
Patent number
US09108926B2

Reaction notes

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