3-Fluoro-5-(trifluoromethyl)benzylamine → 2-[3-Fluoro-5-trifluoromethylbenzylamino]-4-[benzimidazol-1-yl]pyrimidine

HRID 2300752Notes

Reaction equation

HRID 2300752 reaction equation
CS([C:5]1[N:10]=[C:9]([N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[CH:12]2)[CH:8]=[CH:7][N:6]=1)(=O)=O.[F:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:28]=1)[CH2:24][NH2:25]>>[F:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([C:29]([F:30])([F:31])[F:32])[CH:28]=1)[CH2:24][NH:25][C:5]1[N:10]=[C:9]([N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[CH:12]2)[CH:8]=[CH:7][N:6]=1

Participants

3

Reactant 2

HCID 27333043-Fluoro-5-(trifluoromethyl)benzylamineHCID 155496402-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine

Product 1

HCID 183759162-[3-Fluoro-5-trifluoromethylbenzylamino]-4-[benzimidazol-1-yl]pyrimidine

Procedure

2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine was reacted with 3-fluoro-5-trifluoromethylbenzylamine according to the procedure described in EXAMPLE 1, Step C to afford the title compound. Mass Spectrum (ESI): m/e 388.1 (M+1). 1H NMR (500 MHz, CDCl3): δ partial 8.58 (s, 1H); 8.46 (d, J=5.4 Hz, 1H); 7.99 (br s, 1H); 7.86 (d, J=8.7 Hz, 1H); 7.49 (s, 1H); 6.90 (d, J=5.5 Hz, 1H); 5.88 (br s, 1H); 4.82 (d, J=6.2 Hz, 2H).

Sources & evidence

ORD record
ord-db049ab19c224040ae2eb19a8dbe1e9f
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Reaction notes

Loading…