Sodium borohydride → HCID 71060655, 화합물

HRID 1036721노트

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HRID 1036721 반응식
[CH2:1]([O:3][C:4]([C:6]1([CH:19]([C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)[CH2:20][N+:21]([O-])=O)[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]1)=[O:5])[CH3:2].[BH4-].[Na+]>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1([CH:19]([C:24]2[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=2)[CH2:20][NH2:21])[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[CH2:7]1)=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 710602643-(2-Nitro-1-pyridin-3-yl-ethyl)-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester

생성물 1

HCID 71060655HCID 71060655, 화합물

시약·촉매·용매 2

HCID 11791229Dichloronickel;hexahydrate촉매HCID 887Methanol용매

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온도
0 °C

실험 절차

To a solution of 3-(2-Nitro-1-pyridin-3-yl-ethyl)piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (2.92 g, 7.17 mmol) in MeOH (60 ml) was added nickel chloride hexahydrate (1.70 g, 7.17 mmol) and the mixture was cooled in an ice bath. Sodium borohydride (1.08 g, 28.7 mmol) was portionwise added over 30 minutes and the resulting suspension was stirred for further 30 minutes at 0° C. The reaction was quenched with saturated NH4Cl solution (30 ml) and MeOH was removed in vacuo. The aqueous residue was extracted with EtOAc (2×50 ml) and DCM (2×50 ml). The combined organic extracts were dried (MgSO4) and concentrated in vacuo to afford the title compound which was used without further purification.

후처리

  1. temperaturethe mixture was cooled in an ice bath
  2. customThe reaction was quenched with saturated NH4Cl solution (30 ml) and MeOH
  3. customwas removed in vacuo
  4. extractionThe aqueous residue was extracted with EtOAc (2×50 ml) and DCM (2×50 ml)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-90e0f6b24ce448d680f4bcfe663dea0d
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546416B2

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