Ethanol → 1,1-Dimethylethyl 4-[4-(cyclopropylmethyl)-1-piperazinyl]-1-piperidinecarboxylate

HRID 644324노트

반응식

HRID 644324 반응식
C([BH3-])#N.[Na+].Cl.Cl.[N:7]1([CH:13]2[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]2)[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.[CH:26]1([CH:29]=O)[CH2:28][CH2:27]1.CCO>CO>[CH:26]1([CH2:29][N:10]2[CH2:9][CH2:8][N:7]([CH:13]3[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]3)[CH2:12][CH2:11]2)[CH2:28][CH2:27]1

참가 물질

6

반응물 4

HCID 702EthanolHCID 123114CyclopropanecarboxaldehydeHCID 5003444Sodium cyanoborohydrideHCID 68579096tert-Butyl 4-(piperazin-1-yl)piperidine-1-carboxylate dihydrochloride

생성물 1

HCID 685791711,1-Dimethylethyl 4-[4-(cyclopropylmethyl)-1-piperazinyl]-1-piperidinecarboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1.26 g (20.0 mmol) sodium cyanoborohydride was added batchwise at RT to a stirred mixture of 1.71 g (5.0 mmol) tert-butyl 4-piperazin-1-yl-piperidine-1-carboxylate dihydrochloride, 0.75 mL (10.0 mmol) cyclopropanecarbaldehyde, 30 mL EtOH and 20 mL MeOH and stirred overnight at RT. The reaction mixture was evaporated down under reduced pressure, the residue was taken up in saturated NaHCO3 solution and extracted erschöpfend with EtOAc. The combined organic phases were dried over Na2SO4, suction filtered, evaporated down under reduced pressure and purified by column chromatography over silica gel.

후처리

  1. customThe reaction mixture was evaporated down under reduced pressure
  2. extractionextracted erschöpfend with EtOAc
  3. dry with materialThe combined organic phases were dried over Na2SO4, suction
  4. filtrationfiltered
  5. customevaporated down under reduced pressure
  6. custompurified by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-f579dbfad8154c16a7b450bf481f9d30
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700589B2

반응 노트

불러오는 중…