N-(2-aminophenyl)-3-(benzyloxy)cyclobutanecarboxamide → 2-(3-(Benzyloxy)cyclobutyl)-1H-benzo[d]imidazole

HRID 1846813노트

반응식

HRID 1846813 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([CH:11]1[CH2:14][CH:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12]1)=O>C(O)(=O)C>[CH2:16]([O:15][CH:13]1[CH2:14][CH:11]([C:9]2[NH:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[N:1]=2)[CH2:12]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

3

반응물 1

HCID 67478928N-(2-aminophenyl)-3-(benzyloxy)cyclobutanecarboxamide

생성물 1

HCID 674813742-(3-(Benzyloxy)cyclobutyl)-1H-benzo[d]imidazole

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of N-(2-aminophenyl)-3-(benzyloxy)cyclobutanecarboxamide (1.78 g, 6.01 mmol) in acetic acid was heated to 100° C. for 1 h, then cooled to RT. The acetic acid was removed in vacuo and ethyl acetate was added to the resulting oil. The resulting suspension was filtered and the collected solid was air dried to give 2-(3-(Benzyloxy)cyclobutyl)-1H-benzo[d]imidazole. The filtrate was concentrated in vacuo to give another suspension, which was filtered, air dried, and added to the first crop of product to give a total of 0.96 g (3.43 mmol, 57% yield) of 2-(3-(Benzyloxy)cyclobutyl)-1H-benzo[d]imidazole as a white solid.

후처리

  1. customThe acetic acid was removed in vacuo and ethyl acetate
  2. additionwas added to the resulting oil
  3. filtrationThe resulting suspension was filtered
  4. customdried

출처 및 근거

ORD 기록
ord-bf13e5d5f2164d6cb61b3aef6506404a
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952037B2

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