Benzenemethanamine, 3,5-dichloro- → 2-[3,5-Dichlorobenzylamino]-4-[benzimidazol-1-yl]pyrimidine

HRID 2300745

Reaction equation

HRID 2300745 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:22]=[C:23]([CH:26]=[C:27]([Cl:29])[CH:28]=1)[CH2:24][NH2:25]>>[Cl:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([Cl:29])[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 457602Benzenemethanamine, 3,5-dichloro-HCID 155496402-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine

Product 1

HCID 183757692-[3,5-Dichlorobenzylamino]-4-[benzimidazol-1-yl]pyrimidine

Procedure

2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine was reacted with 3,5-dichlorobenzylamine according to the procedure described in EXAMPLE 1, Step C to afford the title compound. Mass Spectrum (EI): m/e 370.3 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.58 (s, 1H); 8.45 (d, J=5.5 Hz, 1H); 7.98 (br s, 1H); 7.86 (m, 1H); 7.38 (m, 2H); 7.31 (s, 2H); 6.89 (d, J=5.5 Hz, 1H); 5.88 (br s, 1H); 4.72 (d, J=6.4 Hz, 2H).

Sources & evidence

ORD record
ord-71695a2164c2428cb19fec7e4b0e934b
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Linked notes

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