4-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine → HCID 66576592, compound

HRID 1405193Notes

Reaction equation

HRID 1405193 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]=[CH:34][C:33]=2[F:38])=[C:25](B(O)O)[CH:26]=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]=[CH:34][C:33]=2[F:38])=[C:25]([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:26]=1

Participants

3

Reactant 2

HCID 219563434-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amineHCID 43145380{5-Fluoro-2-[(2-fluorophenyl)methoxy]phenyl}boronic acid

Product 1

HCID 66576592HCID 66576592, compound

Procedure

Example 30 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-[(2-fluorobenzyl)oxy]phenyl}boronic acid (Combi-Blocks Inc.). The batch was purified by preparative TLC. 1H NMR (400 MHz, CDCl3, 300K) δ=8.84 (s, 1H), 7.79 (br, 1H), 7.63 (m, 2H), 7.48 (m, 2H), 7.37 (m, 1H), 7.27 (m, 1H), 7.09 (m, 5H), 5.22 (s, 2H), 4.23 (s, 2H), 2.78 (s, 3H).

Workup

  1. customExample 30 was prepared under similar conditions
  2. customThe batch was purified by preparative TLC

Sources & evidence

ORD record
ord-c6781809a528400ab11cb9dea1e1e31c
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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