Methanol → 5-({4-[[2-(Benzylamino)-1-methyl-1H-benzimidazol-5-yl](methyl)amino]pyrimidin-2-yl}amino)-N-methoxy-2-methylbenzenesulfonamide

HRID 1391556Notes

Reaction equation

HRID 1391556 reaction equation
[CH2:1]([NH:8][C:9]1[N:13]([CH3:14])[C:12]2[CH:15]=[CH:16][C:17]([N:19]([C:21]3[CH:26]=[CH:25][N:24]=[C:23](Cl)[N:22]=3)[CH3:20])=[CH:18][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:28][C:29]1[CH:30]=[CH:31][C:32]([CH3:41])=[C:33]([S:35]([NH:38][O:39][CH3:40])(=[O:37])=[O:36])[CH:34]=1.CO>ClCCl>[CH2:1]([NH:8][C:9]1[N:13]([CH3:14])[C:12]2[CH:15]=[CH:16][C:17]([N:19]([CH3:20])[C:21]3[CH:26]=[CH:25][N:24]=[C:23]([NH:28][C:29]4[CH:30]=[CH:31][C:32]([CH3:41])=[C:33]([S:35]([NH:38][O:39][CH3:40])(=[O:36])=[O:37])[CH:34]=4)[N:22]=3)=[CH:18][C:11]=2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 596741455-Amino-N-methoxy-2-methylbenzenesulfonamideHCID 59674170HCID 59674170, compound

Product 1

HCID 103119545-({4-[[2-(Benzylamino)-1-methyl-1H-benzimidazol-5-yl](methyl)amino]pyrimidin-2-yl}amino)-N-methoxy-2-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared following the procedure of Example 2 with N2-benzyl-N5-(2-chloropyrimidin-4-yl)-N5,1-dimethyl-1H-benzimidazole-2,5-diamine (50 mg, 0.13 mmol) and 5-amino-N-methoxy-2-methylbenzenesulfonamide (30 mg, 0.14 mmol) as a white solid (58 mg, 0.10 mmol) after silica gel chromatography with methanol in dichloromethane. 1H NMR (300 MHz, d6-DMSO) δ 10.3 (s, 1H), 9.42 (s, 1H), 8.73 (s, 1H), 7.76-7.80 (m, 2H), 7.40-7.23 (m, 8H), 7.09 (br s, 1H), 6.84 (d, J=7.4 Hz, 1H), 5.61 (d, J=5.3 Hz, 1H), 4.60 (br s, 2H), 4.34 (s, 2H), 3.58 (s, 6H), 3.46 (s, 3H). MS (ESI) m/z=559 [M+H]+.

Sources & evidence

ORD record
ord-7c106d9feeff4bde837f68d27dd63423
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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