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

HRID 644324ノート

反応式

HRID 644324 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f579dbfad8154c16a7b450bf481f9d30
出典データセット
uspto-grants-2010_04
特許番号
US07700589B2

反応ノート

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