O-(2,4-dinitrophenyl)hydroxylamine → 1-Amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate

HRID 2167801노트

반응식

HRID 2167801 반응식
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12].[N+:16]([C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1[O:28]N)([O-:18])=[O:17]>CC#N>[N+:16]([C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1[O-:28])([O-:18])=[O:17].[NH2:16][N+:4]1[CH:5]=[CH:6][C:7]([NH:8][C:9]([O:10][C:11]([CH3:12])([CH3:14])[CH3:13])=[O:15])=[C:2]([F:1])[CH:3]=1

참가 물질

4

반응물 2

HCID 87140O-(2,4-dinitrophenyl)hydroxylamineHCID 71748416tert-Butyl (3-fluoropyridin-4-yl)carbamate

생성물 1

HCID 896190191-Amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate수율 194.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

반응 조건

온도
40 °C

실험 절차

A solution of tert-butyl (3-fluoropyridin-4-yl)carbamate (25.0 g, 125 mmol) in MeCN (200 ml), was added O-(2,4-dinitrophenyl)hydroxylamine (26.64 g, 125 mmol) in MeCN (200 ml), drop wise over 30 min at RT, reaction mass was stirred at 40° C. for 12 hrs, reaction mass was concentrated at temperature below 40° C. under reduced pressure to afford 50 g of title compound as gummy solid, which was used in the next step without further purification.

후처리

  1. customreaction mass
  2. customreaction mass
  3. concentrationwas concentrated at temperature below 40° C. under reduced pressure

출처 및 근거

ORD 기록
ord-52012c799fdc4b3981f9f2b9213a3a7d
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045479B2

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