Nitromethane → HCID 86667445, 화합물

HRID 75010노트

반응식

HRID 75010 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][CH2:12][C:11](=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:10]2)[C:5]([F:21])=[CH:4][N:3]=1.[N+:22]([CH3:25])([O-:24])=[O:23].CN(C)C(N(C)C)=N>>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C@H:9]2[CH2:14][CH2:13][CH2:12][C:11]([CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])([CH2:25][N+:22]([O-:24])=[O:23])[CH2:10]2)[C:5]([F:21])=[CH:4][N:3]=1

참가 물질

4

반응물 3

HCID 6375NitromethaneHCID 664601,1,3,3-TetramethylguanidineHCID 86667443(S)-ethyl 2-(3-(2-chloro-5-fluoropyrimidin-4-ylamino)cyclohexylidene)ethanoate2회

생성물 1

HCID 86667445HCID 86667445, 화합물

실험 절차

To a solution of (5)-ethyl 2-(3-(2-chloro-5-fluoropyrimidin-4-ylamino)cyclohexylidene)ethanoate, 62a, (2.58 g, 8.22 mmol) in nitromethane (44.53 mL, 822.3 mmol) was added 1,1,3,3-tetramethylguanidine (1.55 mL, 12.33 mmol). The reaction was refluxed overnight then concentrated in vacuo and purified by silica gel chromatography (Hexanes:EtOAc) then a second chromatography (CH2Cl2:20% MeOH in CH2Cl2). Fractions containing pure product were combined and concentrated to give 1.8 g of 62b

후처리

  1. temperatureThe reaction was refluxed overnight
  2. concentrationthen concentrated in vacuo
  3. custompurified by silica gel chromatography (Hexanes:EtOAc)
  4. additionFractions containing pure product
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9ec97526996a41e4b8b991e63ecd759e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829007B2

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