Sodium hydride → 2-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester

HRID 2221075노트

반응식

HRID 2221075 반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22]Cl)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>O1CCCC1>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C:18]2=[O:24])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 233699784-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester

생성물 1

HCID 233699802-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester수율 107.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester (15.6 g) was added to a suspension of sodium hydride (2.12 g) in tetrahydrofuran (175 mL). After being stirred overnight, the reaction was quenched with water, then the tetrahydrofuran was removed under reduced pressure. The aqueous solution was diluted with water and extracted with methylene chloride (4×50 mL). The organic extracts were dried and evaporated to give the title compound (15 g). Rf=0.30 in ethyl acetate. MS: m/z=317 (M+H).

후처리

  1. customthe reaction was quenched with water
  2. customthe tetrahydrofuran was removed under reduced pressure
  3. additionThe aqueous solution was diluted with water
  4. extractionextracted with methylene chloride (4×50 mL)
  5. customThe organic extracts were dried
  6. customevaporated

출처 및 근거

ORD 기록
ord-51c6e232feac4beea4414fbd8faa7030
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07368461B2

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