3-Nitrobenzylamine → 2-[3-Nitrobenzylamino]-4-[benzimidazol-1-yl]pyrimidine

HRID 2300753Notes

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.[N+:20]([C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26][NH2:27])([O-:22])=[O:21]>>[N+:20]([C:23]1[CH:24]=[C:25]([CH:28]=[CH:29][CH:30]=1)[CH2:26][NH:27][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-:22])=[O:21]

Participants

Reactant 2

HCID 1227223-Nitrobenzylamine

HCID 155496402-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine

Product 1

HCID 183754622-[3-Nitrobenzylamino]-4-[benzimidazol-1-yl]pyrimidine

Procedure

2-Methanesulfonyl-4-[benzimidazol-1-yl]pyrimidine was reacted with 3-nitrobenzylamine according to the procedure described in EXAMPLE 1, Step C to afford the title compound. Mass Spectrum (ESI): m/e 347.0 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.58 (br s, 1H); 8.46 (d, J=5.5 Hz, 1H); 8.31 (s, 1H); 8.17 (d, J=8.5 Hz, 1H); 8.00 (br s, 1H); 7.85 (d, J=8.0 Hz, 1H); 7.77 (d, J=7.6 Hz, 1H); 7.56 (t, J=7.9 Hz, 1H); 7.38 (m, 2H); 6.90 (d, J=5.5 Hz, 1H); 5.94 (br s, 1H); 4.87 (d, J=6.2 Hz, 2H).

Sources & evidence

ORD record: ord-3e18e1b82a1a4a9d9ae58af985b90b53
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06498165B1

Reaction notes

Loading…