4-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine → 4-{5-Fluoro-2-[(3-fluorobenzyl)oxy]phenyl}-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

HRID 1405194Notes

Reaction equation

HRID 1405194 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][S:16]([CH3:19])(=[O:18])=[O:17])[CH:10]=2)[N:3]=1.[F:20][C:21]1[CH:22]=[CH:23][C:24]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=2)=[C:25](B(O)O)[CH:26]=1>>[F:20][C:21]1[CH:26]=[CH:25][C:24]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[C:34]([F:38])[CH:33]=2)=[C:23]([C:2]2[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][S:16]([CH3:19])(=[O:18])=[O:17])[CH:10]=3)[N:3]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 219563434-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amineHCID 433279415-Fluoro-2-(3-fluorophenylmethoxy)phenylboronic acid

Product 1

HCID 665765934-{5-Fluoro-2-[(3-fluorobenzyl)oxy]phenyl}-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Procedure

Example 31 was prepared under similar conditions as described in the preparation of Example 1 using crude 4-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine and {5-fluoro-2-[(3-fluorobenzyl)oxy]phenyl}boronic acid (Combi-Blocks Inc.). The batch was purified by preparative TLC (DCM/EtOH 95:5).

Workup

  1. customExample 31 was prepared under similar conditions
  2. customThe batch was purified by preparative TLC (DCM/EtOH 95:5)

Sources & evidence

ORD record
ord-cd0be1cc97944a37a2508e0b8a921bd3
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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