1,5,6-trimethyl-1H-1,3-benzimidazol-4-amine → 4-(1,5,6-Trimethyl-benzimidazol-4-ylamino)-2-(3-pyridinyl)-6-trifluoromethylpyrimidine

HRID 1765299Notes

Reaction equation

HRID 1765299 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.[CH3:18][N:19]1[C:23]2[CH:24]=[C:25]([CH3:30])[C:26]([CH3:29])=[C:27]([NH2:28])[C:22]=2[N:21]=[CH:20]1>>[CH3:18][N:19]1[C:23]2[CH:24]=[C:25]([CH3:30])[C:26]([CH3:29])=[C:27]([NH:28][C:2]3[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]4[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=4)[N:3]=3)[C:22]=2[N:21]=[CH:20]1

Participants

3

Reactant 2

HCID 14741671,5,6-trimethyl-1H-1,3-benzimidazol-4-amineHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 227324324-(1,5,6-Trimethyl-benzimidazol-4-ylamino)-2-(3-pyridinyl)-6-trifluoromethylpyrimidine

Procedure

The title compound was prepared from 4-chloro-2-(3-pyridinyl)-6-trifluoromethylpyrimidine (50 mg, 0.192 mmol) and 1,5,6-trimethyl-4-aminobenzimidazole (50 mg, 0.288 mmol) similar to Example 185 and was isolated as a solid (5 mg, 6%). 1H NMR (CDCl3): 9.36 (ddd, J=7.8, 3.0, 1,2 Hz, 1H), 9.68 (s, 1H), 9.01 (ddd, J=5.7, 2.7, 1.2 Hz, 1H), 8.87 (s, 1H), 8.46 (dd, J=8.4, 6.0 Hz, 1H), 8.04 (s, 1H), 7.71 (s, 1H), 7.48 (s, 1H), 6.93 (s, 1H), 2.62 (s, 3H), 2.24 (s, 3H), 2.21 (s, 3H).

Sources & evidence

ORD record
ord-1452a23fa59c47d4b145cae83728af42
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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