(2,2-Difluoro-1,3-dioxaindan-4-yl)boronic acid → 4-(2,2-Difluoro-1,3-benzodioxol-4-yl)-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

HRID 1405175Notes

Reaction equation

HRID 1405175 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([F:33])[O:25][C:24]2[CH:26]=[CH:27][CH:28]=[C:29](B(O)O)[C:23]=2[O:22]1>>[F:33][C:21]1([F:20])[O:22][C:23]2[CH:29]=[CH:28][CH:27]=[C:26]([C:2]3[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]4[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][S:16]([CH3:19])(=[O:18])=[O:17])[CH:10]=4)[N:3]=3)[C:24]=2[O:25]1

Participants

3

Reactant 2

HCID 16427145(2,2-Difluoro-1,3-dioxaindan-4-yl)boronic acidHCID 219563434-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Product 1

HCID 665762814-(2,2-Difluoro-1,3-benzodioxol-4-yl)-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine

Procedure

Example 6 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 (2,2-difluoro-1,3-benzodioxol-4-yl)boronic acid (Aalen Chemical Co., 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-1c455b11701348ff80af0d8c8269e314
Source dataset
uspto-grants-2014_12
Patent number
US08916557B2

Reaction notes

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