4-Fluoro-2-methylaniline → HCID 57708076, 화합물

HRID 659711

반응식

HRID 659711 반응식
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

참가 물질

7

반응물 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

생성물 1

HCID 57708076HCID 57708076, 화합물

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-5bc5bf218a6642cf97fded15955dc0d4
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080546B2

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