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Imidazole → HCID 86659848, 화합물

HRID 2402757
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HRID 2402757 반응식
Br[CH:2]1[CH2:16][C@@H:5]2[CH2:6][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][C@@H:4]2[C:3]1=[O:17].[NH:18]1[CH:22]=[CH:21][N:20]=[CH:19]1>CC(C)=O>[N:18]1([CH:2]2[CH2:16][C@@H:5]3[CH2:6][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:8][C@@H:4]3[C:3]2=[O:17])[CH:22]=[CH:21][N:20]=[CH:19]1
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참가 물질

4

반응물 2

HCID 795ImidazoleHCID 86659849HCID 86659849, 화합물

생성물 1

HCID 86659848HCID 86659848, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of (3aR,6aS)-tert-butyl 5-bromo-4-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (300 mg, 0.986 mmol) from Step 1, 1H-imidazole (201 mg, 2.96 mmol), and acetone (0.5 mL) in a 4 mL vial was stirred for 1.5 h at 80° C. The reaction mixture was then concentrated. The crude product was purified chromatographically using a 12 g silica gel cartridge with a gradient of 0-10% CH3OH/CH2Cl2 over 20 min to give (3aR,6aS)-tert-butyl 5-(1H-imidazol-1-yl)-4-oxohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate: MS (ESI+) m/z 292 (M+H)+.

후처리

  1. concentrationThe reaction mixture was then concentrated
  2. customThe crude product was purified chromatographically
  3. customover 20 min

출처 및 근거

ORD 기록
ord-2fc83fd9c3864f768bd462fead927e3a
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08796470B2

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