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tert-Butyl 4-oxopiperidine-1-carboxylate → 4-[4-(4-Chloro-phenyl)-3-oxo-5-pyridin-4-yl-pyrazolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1064074
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HRID 1064074 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH:12]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[NH:11][NH:10][C:9]2=[O:19])=[CH:4][CH:3]=1.[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][C:30](=O)[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:22])[CH3:21]>C(Cl)(Cl)Cl>[C:20]([O:24][C:25]([N:27]1[CH2:32][CH2:31][CH:30]([N:11]2[CH:12]([C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[CH:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[C:9](=[O:19])[NH:10]2)[CH2:29][CH2:28]1)=[O:26])([CH3:23])([CH3:21])[CH3:22]
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참가 물질

4

반응물 2

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 222779894-(4-Chloro-phenyl)-5-pyridin-4-yl-pyrazolidin-3-one

생성물 1

HCID 693560934-[4-(4-Chloro-phenyl)-3-oxo-5-pyridin-4-yl-pyrazolidin-1-yl]-piperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 4-(4-Chloro-phenyl)-5-pyridin-4-yl-pyrazolidin-3-one 0.86 g and 4-Oxo-piperidine-1-carboxylic acid tert-butyl ester 0.75 g in chloroform 35 mL was added sodium triacetoxy boron hydride 0.75 g at 0° C., the reaction was warmed up to room temperature over two hours before heated to 50° C. for another two hours. The reaction was quenched with water 25 mL at 0° C., and the organic layer was collected, filtered, dried over MgSO4, concentrated to a yellow solid 0.42 g for being directly used for next step. MS (ES+): 457 (M+H)+.

후처리

  1. temperaturebefore heated to 50° C. for another two hours
  2. customThe reaction was quenched with water 25 mL at 0° C.
  3. customthe organic layer was collected
  4. filtrationfiltered
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated to a yellow solid 0.42 g

출처 및 근거

ORD 기록
ord-8e821cbe684a495cb807d7c7bed869bf
출처 데이터셋
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06967254B2

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