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

HRID 2092309ノート

反応式

HRID 2092309 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

反応条件

温度
140 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-1dbf8807b2fd4b1580f14cd0e6b3bb0c
出典データセット
uspto-grants-2013_05
特許番号
US08440674B2

反応ノート

読み込み中…