Pyridine → HCID 88363012, 화합물

반응식

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:13][C:12]3[CH:14]=[C:15]([NH:18][C:19]([C:21]4[CH:30]=[CH:29][C:24]([C:25](OC)=[O:26])=[CH:23][CH:22]=4)=[O:20])[CH:16]=[CH:17][C:11]=3[N:10]=2)=[CH:5][CH:4]=1.CO[C:33]1[CH:38]=[CH:37][C:36]([C:39]2[NH:43]C3C=C(N)C=CC=3N=2)=[CH:35][CH:34]=1.ClC(C1C=CC(C([O:58][CH3:59])=O)=CC=1)=O.[N:62]1C=CC=CC=1>>[CH3:59][O:58][C:38]1[CH:37]=[C:36]([CH:35]=[CH:34][CH:33]=1)/[CH:39]=[N:43]/[NH:62][C:25]([C:24]1[CH:23]=[CH:22][C:21]([C:19]([NH:18][C:15]2[CH:16]=[CH:17][C:11]3[N:10]=[C:9]([C:6]4[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)[NH:13][C:12]=3[CH:14]=2)=[O:20])=[CH:30][CH:29]=1)=[O:26]

참가 물질

반응물 4

HCID 1049Pyridine

HCID 81850Methyl 4-(chlorocarbonyl)benzoate

HCID 8955531H-Benzimidazol-6-amine, 2-(4-methoxyphenyl)-

HCID 44215117HCID 44215117, 화합물

생성물 1

HCID 88363012HCID 88363012, 화합물수율 44%

실험 절차

Compound 269 was prepared according to the general procedure described in Scheme V. Preparation of methyl 4-((2-(4-methoxyphenyl)-1H-benzo[d]imidazol-6-yl)carbamoyl)benzoate: 2-(4-Methoxyphenyl)-1H-benzo[d]imidazol-6-amine (120 mg, 0.5 mmol) and methyl 4-(chlorocarbonyl)benzoate (80 mg, 0.4 mmole) were place in a 20 mL vial and pyridine (2.0 mL) added and capped tightly. The reaction mixture was stirred at room temperature for 2 h till a solid precipitated out. To this mixture, 10 mL EtOAC was added and stirred for further 15 minutes then filtered. The filter cake was washed with plenty of water and then with some EtOAc (10 mL) and dried to provide pure title compound (70 mg, 44% yield).