2-Amino-4-chloropyridine → (1S)-N-Boc-1-(7-chloro-imidazo[1,2-a]pyridin-2-yl)-3-methyl-butylamine

HRID 2094343노트

반응식

HRID 2094343 반응식
Cl[CH2:2][C:3]([CH:5]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:6][CH:7]([CH3:9])[CH3:8])=O.[NH2:18][C:19]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][N:20]=1>CO>[C:11]([NH:10][C@H:5]([C:3]1[N:18]=[C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][N:20]2[CH:2]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:17]

참가 물질

4

반응물 2

HCID 5818662-Amino-4-chloropyridineHCID 13727771Boc-Leu-CMK

생성물 1

HCID 86652239(1S)-N-Boc-1-(7-chloro-imidazo[1,2-a]pyridin-2-yl)-3-methyl-butylamine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

1.68 g (6.37 mmol) tert.-butyl [1-(2-chloro-acetyl)-3-methyl-butyl]-carbamate in 15 ml of methanol are combined with 819 mg (6.37 mmol) 2-amino-4-chloro-pyridine at ambient temperature with stirring and the mixture is refluxed for 3 days. After evaporation i. vac. the residue is combined with 5% sodium hydrogen carbonate solution and stirred for 20 h at ambient temperature. Then it is extracted with dichloromethane, the combined organic phases are dried over sodium sulphate and evaporated down completely i. vac. The residue is purified by chromatography on silica gel (eluting gradient: dichloromethane/ethanol=100:0->94:6).

후처리

  1. temperaturethe mixture is refluxed for 3 days
  2. customAfter evaporation i
  3. stirringstirred for 20 h at ambient temperature
  4. extractionThen it is extracted with dichloromethane
  5. dry with materialthe combined organic phases are dried over sodium sulphate
  6. customevaporated down completely
  7. customThe residue is purified by chromatography on silica gel (eluting gradient: dichloromethane/ethanol=100:0->94:6)

출처 및 근거

ORD 기록
ord-b1cd5429812c4fa5accc3cc5230a7aef
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08445525B2

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