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

HRID 1993354ノート

反応式

HRID 1993354 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b925e905939943bda3fa52233e6c9381
出典データセット
uspto-grants-2010_01
特許番号
US07652009B2

反応ノート

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