4-Fluoro-2-methylaniline → HCID 57708076、化合物

HRID 659711ノート

反応式

HRID 659711 の反応式
Cl[C:2]1[C:3]2[CH:12]=[N:11][N:10]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[C:4]=2[N:5]([CH3:9])[C:6](=[O:8])[CH:7]=1.CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C.[F:55][C:56]1[CH:62]=[CH:61][C:59]([NH2:60])=[C:58]([CH3:63])[CH:57]=1.CC(C)([O-])C.[Na+]>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[F:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([F:19])[C:13]=1[N:10]1[C:4]2[N:5]([CH3:9])[C:6](=[O:8])[CH:7]=[C:2]([NH:60][C:59]3[CH:61]=[CH:62][C:56]([F:55])=[CH:57][C:58]=3[CH3:63])[C:3]=2[CH:12]=[N:11]1

参加物

7

反応物 4

HCID 679824-Fluoro-2-methylanilineHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 23676156Sodium t-butoxideHCID 689088524-chloro-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one

生成物 1

HCID 57708076HCID 57708076、化合物

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

A mixture of 4-chloro-1-(2,6-difluorophenyl)-7-methyl-1H-pyrazolo[3,4-b]pyridin-6(7H)-one (36 mg, 0.1 mmol), tris(dibenzylideneacetone)dipalladium (0) (6 mg, 0.006 mmol), X-Phos (6 mg) and 4-fluoro-2-methylaniline (3 mg, 0.2 mmol) in toluene (3 mL) was treated with sodium t-butoxide (40 mg, 0.4 mmol), and heated to 100° C. for 18 h. After the mixture was cooled to RT, it was evaporated to dryness with some silica gel, and purified by silica gel chromatography to provide the title compound as an off-white crystalline solid. MS (ESI, pos.ion) m/z: 385.1 (M+1).

後処理

  1. temperatureAfter the mixture was cooled to RT
  2. customit was evaporated to dryness with some silica gel
  3. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-5bc5bf218a6642cf97fded15955dc0d4
出典データセット
uspto-grants-2011_12
特許番号
US08080546B2

反応ノート

読み込み中…