2-Chloro-6-methylbenzylamine → 2-[2-Chloro-6-methylbenzylamino]-4-[benzimidazol-1-yl]pyrimidine

HRID 2300743Notes

Reaction equation

HRID 2300743 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.[Cl:20][C:21]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:22]=1[CH2:23][NH2:24]>>[Cl:20][C:21]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:22]=1[CH2:23][NH:24][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 5217992-Chloro-6-methylbenzylamineHCID 155496402-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine

Product 1

HCID 183758272-[2-Chloro-6-methylbenzylamino]-4-[benzimidazol-1-yl]pyrimidine

Procedure

2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine was reacted with 2-chloro-6-methylbenzylamine according to the procedure described in EXAMPLE 1, Step C to afford the title compound. Mass Spectrum (EI): m/e 350.3 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.66 (s, 1H); 8.40 (br s, 1H); 8.21 (s, 1H); 7.87 (d, J=7.6 Hz, 1H); 7.40 (m, 2H); 7.30 (d, J=8.0 Hz, 1H); 7.17 (m, 2H); 6.85 (d, J=5.5 Hz, 1H); 5.56 (br s, 1H); 4.90 (d, J=5.0 Hz, 2H); 2.51 (s, 3H).

Sources & evidence

ORD record
ord-2fda42c2a5a54c61a2113fe448e84d9a
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Reaction notes

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