4-Fluoro-2-isopropoxyphenylboronic acid → 4-[4-Fluoro-2-(propan-2-yloxy)phenyl]-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

HRID 1405174Notes

Reaction equation

HRID 1405174 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:26]=[CH:25][C:24](B(O)O)=[C:23]([O:30][CH:31]([CH3:33])[CH3:32])[CH:22]=1>>[F:20][C:21]1[CH:26]=[CH:25][C:24]([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)=[C:23]([O:30][CH:31]([CH3:33])[CH3:32])[CH:22]=1

Participants

3

Reactant 2

HCID 162172024-Fluoro-2-isopropoxyphenylboronic acidHCID 219563434-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Product 1

HCID 665762804-[4-Fluoro-2-(propan-2-yloxy)phenyl]-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Procedure

Example 5 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 [4-fluoro-2-(propan-2-yloxy)phenyl]boronic acid (Aldrich Chemical Company Inc.). 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-902254eeb6ff4bf08534015e5023b9eb
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

Loading…