2-Benzyloxy-4-fluorophenylboronic acid → 4-[2-(Benzyloxy)-4-fluorophenyl]-N-{3-[(methylsulfonyl)methyl]phenyl)-1,3,5-triazin-2-amine

HRID 1405173Notes

Reaction equation

HRID 1405173 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.[CH2:20]([O:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1B(O)O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([O:27][C:28]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:29]=1[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)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 27826652-Benzyloxy-4-fluorophenylboronic acidHCID 219563434-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Product 1

HCID 665712264-[2-(Benzyloxy)-4-fluorophenyl]-N-{3-[(methylsulfonyl)methyl]phenyl)-1,3,5-triazin-2-amine

Procedure

Example 4 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 [2-(benzyloxy)-4-fluorophenyl]boronic acid (ABCR GmbH & CO. KG). 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-3d355e1a761e48dcad125d27e4888aac
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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