Methyl 4-(bromomethyl)benzoate → 4-(6-Methoxy-1H-benzoimidazol-2-ylsulfanylmethyl)-benzoic acid methyl ester hydrobromide

HRID 252752

반응식

HRID 252752 반응식
[Br:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[CH3:13][O:14][C:15]1[CH:24]=[CH:23][C:18]2[N:19]=[C:20]([SH:22])[NH:21][C:17]=2[CH:16]=1>CN(C=O)C>[BrH:1].[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:11]=[CH:12][C:3]([CH2:2][S:22][C:20]2[NH:21][C:17]3[CH:16]=[C:15]([O:14][CH3:13])[CH:24]=[CH:23][C:18]=3[N:19]=2)=[CH:4][CH:5]=1

참가 물질

4

반응물 2

HCID 256687Methyl 4-(bromomethyl)benzoateHCID 178488032HCID 178488032, 화합물

생성물 1

HCID 668939074-(6-Methoxy-1H-benzoimidazol-2-ylsulfanylmethyl)-benzoic acid methyl ester hydrobromide수율 91.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methyl 4-(bromomethyl)benzoate (2.51 g, 11.0 mmol) in DMF (50 mL) was added 5-methoxy-2-benzimidazolethiol (1.98 g, 11.0 mmol). The mixture was stirred at room temperature for 24 h and the solvent was evaporated in vacuo. The residue was suspended in ethyl acetate and the hydrobromide salt was collected by filtration to afford the title compound 234 (4.10 g, 91% yield) as a colorless solid. 1H NMR (DMSO-d6) δ (ppm): 7.90 (d, J=8.2 Hz, 2H), 7.55 (d, J=8.2 Hz, 2H), 7.45 (d, J=8.2 Hz, 1H), 7.03 (s, 1H), 6.94 (d, J=8.2 Hz, 1H), 4.65 (s, 2H), 3.82 (s, 3H), 3.79 (s, 3H).

후처리

  1. customthe solvent was evaporated in vacuo
  2. filtrationthe hydrobromide salt was collected by filtration

출처 및 근거

ORD 기록
ord-59171653810b4dfea2f7a308690709df
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868204B2

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