Thiophenol → 2-Fluoro-4-(2-(phenylamino)pyrimidin-5-yl)phenol

HRID 1993354노트

반응식

HRID 1993354 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[N:12][C:13]([NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:14][CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8]C.C1(S)C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>CN1C(=O)CCC1.O>[F:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[N:14][C:13]([NH:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[OH:8]

참가 물질

6

반응물 3

HCID 7969ThiophenolHCID 11430Potassium CarbonateHCID 574453935-(3-fluoro-4-methoxyphenyl)-N-phenylpyrimidin-2-amine

생성물 1

HCID 574453942-Fluoro-4-(2-(phenylamino)pyrimidin-5-yl)phenol

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
120 °C

실험 절차

A mixture of 5-(3-fluoro-4-methoxyphenyl)-N-phenylpyrimidin-2-amine (Step 2, 0.066 g, 0.22 mmol), thiophenol (0.20 g, 1.0 mmol), and K2CO3 (0.15 g, 1.1 mmol) in NMP (2 mL) was heated at 120° C. for 20 h. The mixture was cooled to RT and diluted with H2O (4 mL). After stirring for 10 min, the resulting suspension was filtered, and the solid was further washed with H2O. The solid was washed with hexanes to provide the title compound as a brown solid. MS (ESI pos. ion) m/z: 282. Calc'd for C16H12FN3O: 281.10.

후처리

  1. temperatureThe mixture was cooled to RT
  2. filtrationthe resulting suspension was filtered
  3. washthe solid was further washed with H2O
  4. washThe solid was washed with hexanes

출처 및 근거

ORD 기록
ord-b925e905939943bda3fa52233e6c9381
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652009B2

반응 노트

불러오는 중…