Benzylamine → 4-(4-Benzyl-5-methyl-4H-[1,2,4]triazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 6914노트

반응식

HRID 6914 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2O[C:16]([CH3:19])=[N:17][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:20]([NH2:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>[Cl-].[Mg+2].[Cl-]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:27]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:16]([CH3:19])=[N:17][N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 7504Benzylamine2회HCID 210983641-Boc-4-(5-methyl-1,3,4-oxadiazol-2-yl)piperidine

생성물 1

HCID 235440714-(4-Benzyl-5-methyl-4H-[1,2,4]triazol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester수율 70.4%

시약·촉매·용매 1

HCID 5360315Magnesium Chloride촉매

반응 조건

온도
150 °C

실험 절차

4-(5-Methyl-[1,3,4]oxadiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (5 g, 18.7 mmol) (see reference WO 0039125), benzylamine (2.5 ml, 22 mmol) and magnesium chloride (100 mg) were heated at 150° C. for 1 hour, a further quantity of benzylamine (2.5 ml, 22 mmol) was added and the mixture was heated at 150° C. for 4 hours. The reaction mixture was cooled to room temperature and the reaction mixture was purified by chromatography on silica gel using methanol in dichloromethane as eluant (3:97). The material isolated was triturated with diethyl ether to give the title compound as a white solid (4.69 g).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe reaction mixture was purified by chromatography on silica gel
  3. customThe material isolated
  4. customwas triturated with diethyl ether

출처 및 근거

ORD 기록
ord-f6db3128a3104baab6ac26020f6aaa80
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084145B2

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