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[2-(4-acetamido-phenylsulfanyl)-7-nitroquinazolin-4-yl] (5-methyl-2H-pyrazol-3-yl)-amine → HCID 178418996, 화합물

HRID 432766
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HRID 432766 반응식
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][C:12]2[N:21]=[C:20]([NH:22][C:23]3[NH:24][N:25]=[C:26]([CH3:28])[CH:27]=3)[C:19]3[C:14](=[CH:15][C:16]([N+:29]([O-])=O)=[CH:17][CH:18]=3)[N:13]=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>CCO.O.CC(O)=O.[Fe]>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([S:11][C:12]2[N:21]=[C:20]([NH:22][C:23]3[NH:24][N:25]=[C:26]([CH3:28])[CH:27]=3)[C:19]3[C:14](=[CH:15][C:16]([NH2:29])=[CH:17][CH:18]=3)[N:13]=2)=[CH:9][CH:10]=1)(=[O:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 178418792[2-(4-acetamido-phenylsulfanyl)-7-nitroquinazolin-4-yl] (5-methyl-2H-pyrazol-3-yl)-amine

생성물 1

HCID 178418996HCID 178418996, 화합물

시약·촉매·용매 2

HCID 23925Iron촉매HCID 86584229Acetic acid ethanol water용매

반응 조건

온도
90 °C

실험 절차

[2-(4-Acetamido-phenylsulfanyl)-7-nitroquinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine (182 mg, 4.18.10−4 mol) is dissolved in a mixture EtOH/water/AcOH (25/10/1, 36 mL) and the reaction is heated at 90° C. Iron powder (93 mg) is added and the mixture is stirred at 90° C. for 4 hours, cooled to room temperature and filtered through a pad of celite. The pad is washed with methanol and the combined filtrate is concentrated in vacuo. The residue is purified by flash chromatography (SiO2, DCM/MeOH gradient) to give the desired [2-(4-acetamido-phenylsulfanyl)-7-aminoquinazolin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine.

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered through a pad of celite
  3. washThe pad is washed with methanol
  4. concentrationthe combined filtrate is concentrated in vacuo
  5. customThe residue is purified by flash chromatography (SiO2, DCM/MeOH gradient)

출처 및 근거

ORD 기록
ord-8a0ad1d53b4f4a5aae2e286c80eb3bb5
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06664247B2

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