3-(Aminomethyl)biphenyl → 2-[3-Phenylbenzylamino]-4-[benzimidazol-1-yl]pyrimidine

HRID 2300748Notes

Reaction equation

HRID 2300748 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.[C:20]1([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH2:29][NH2:30])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[C:20]1([C:26]2[CH:27]=[C:28]([CH:31]=[CH:32][CH:33]=2)[CH2:29][NH:30][C:5]2[N:10]=[C:9]([N:11]3[C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=4[N:13]=[CH:12]3)[CH:8]=[CH:7][N:6]=2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 27603683-(Aminomethyl)biphenylHCID 155496402-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine

Product 1

HCID 183758012-[3-Phenylbenzylamino]-4-[benzimidazol-1-yl]pyrimidine

Procedure

2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine was reacted with 3-phenylbenzylamine according to the procedure described in EXAMPLE 1, Step C to afford the title compound. Mass Spectrum (ESI): m/e 378.1 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.60 (s, 1H); 8.44 (br s, 1H); 8.09 (br s, 1H); 7.85 (m, 1H); 7.65 (s, 1H); 7.59 (d, J=7.3 Hz, 2H); 7.56 (m, 1H); 7.41-7.49 (m, 4H); 7.36 (m, 3H); 6.85 (d, J=5.2 Hz, 1H); 5.83 (br s, 1H); 4.83 (d, J=5.9 Hz, 2H).

Sources & evidence

ORD record
ord-9f8469e9256743ddb0791031ebc7921a
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Reaction notes

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