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Bis-(1H-imidazol-2-YL)-methanone → (S)-3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester

HRID 1747375
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반응식

HRID 1747375 반응식
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][C@@H:6]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH2:17])[CH2:7][CH2:8][CH3:9])[CH3:2].[C:19](C1NC=CN=1)(C1NC=CN=1)=[O:20]>C1COCC1>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][C@@H:6]([N:10]1[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH:17][C:19]1=[O:20])[CH2:7][CH2:8][CH3:9])[CH3:2]
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참가 물질

4

반응물 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 59497425(S)-3-(2-Amino-phenylamino)-hexanoic acid ethyl ester

생성물 1

HCID 59497467(S)-3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester수율 98%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (S)-3-(2-Amino-phenylamino)-hexanoic acid ethyl ester (650 mg, 2.6 mmol) in THF (10 mL) was added carbonyl diimidazole [CDI] (842 mg, 5.2 mmol) at room temperature under nitrogen atmosphere. The solution was stirred at the same temperature for 12 hours. The solution was concentrated and the residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent to afford the desirable product (S)-3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester (700 mg, 98%) as a colorless oil.

후처리

  1. concentrationThe solution was concentrated
  2. customthe residue was purified by CombiFlash with 20% EtOAc in Hexane as the eluent

출처 및 근거

ORD 기록
ord-a6b4107db982477e80ea2f34f50ee4cf
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150556B2

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