Ammonium formate → 7-methyl-N4-(3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine

HRID 1668951노트

반응식

HRID 1668951 반응식
C([O-])=O.[NH4+].Br[C:6]1[CH:7]=[C:8]2[C:13](=[C:14]([N+:17]([O-])=O)[C:15]=1[CH3:16])[N:12]=[CH:11][N:10]=[C:9]2[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1>C(O)C.[Pd]>[CH3:16][C:15]1[C:14]([NH2:17])=[C:13]2[C:8]([C:9]([NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:28])[F:29])[CH:22]=3)=[N:10][CH:11]=[N:12]2)=[CH:7][CH:6]=1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 673386296-bromo-7-methyl-8-nitro-N-(3-(trifluoromethyl)phenyl)quinazolin-4-amine

생성물 1

HCID 673386327-methyl-N4-(3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine수율 56.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

반응 조건

온도
140 °C

실험 절차

To a microwave vial were added ammonium formate (131 μl, 2664 μmol), 6-bromo-7-methyl-8-nitro-N-(3-(trifluoromethyl)phenyl)quinazolin-4-amine (569 mg, 1332 μmol), and palladium black (11.8 μl, 1332 μmol) in ethanol (10 mL). The reaction mixture was heated to 140° C. for 20 min under microwave conditions and taking care to monitor the pressure in the reaction vessel. On cooling the reaction mixture was filtered through celite and filtrate concentrated in vacuo to afford 7-methyl-N4-(3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine (238 mg, 56.1% yield). MS (M+H)+ 319.

후처리

  1. temperatureOn cooling the reaction mixture
  2. filtrationwas filtered through celite and filtrate
  3. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-059ca40293fa4bc987c316afc264965d
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989461B2

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