Potassium Carbonate → HCID 66738591, 화합물

HRID 1691861노트

반응식

HRID 1691861 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]([O:15][C:16]([N:18]1[CH2:22][CH2:21][C@H:20]([NH2:23])[CH2:19]1)=[O:17])([CH3:14])([CH3:13])[CH3:12].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:11]([O:15][C:16]([N:18]1[CH2:22][CH2:21][C@H:20]([NH:23][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH2:19]1)=[O:17])([CH3:14])([CH3:12])[CH3:13]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 854071tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate2회

생성물 1

HCID 66738591HCID 66738591, 화합물수율 78.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-chloro-5-nitro-pyridine (3.4 g, 0.021 mol), (S)-(−)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester (4 g, 0.021 mol), and potassium carbonate (14.5 g, 0.105 mol) in acetonitrile (50 mL) was heated at reflux for 24 h. The reaction was monitored by LCMS and additional (S)-(−)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester was added until the reaction was driven to completion. The reaction mixture was then filtered and concentrated to give (S)-3-(5-nitro-pyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.1 g, 78.6%) as a yellow solid. LCMS calcd for C14H20N4O4 (m/e) 308, obsd 307.1 (M−H).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 24 h
  3. additionwas added until the reaction
  4. filtrationThe reaction mixture was then filtered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a7c4e259781f4de8ba08cdf3e9f1245a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153644B2

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