Ethylene Glycol → HCID 59749107、化合物

HRID 747167ノート

反応式

HRID 747167 の反応式
[H-].[Na+].[CH2:3]([OH:6])[CH2:4][OH:5].F[C:8]1[CH:13]=[C:12]([C:14]2[C:15]([C:26]3[O:27][CH:28]=[CH:29][CH:30]=3)=[N:16][C:17]([NH2:25])=[N:18][C:19]=2[C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)[CH:11]=[CH:10][N:9]=1>CN(C)C=O>[NH2:25][C:17]1[N:16]=[C:15]([C:26]2[O:27][CH:28]=[CH:29][CH:30]=2)[C:14]([C:12]2[CH:11]=[CH:10][N:9]=[C:8]([O:5][CH2:4][CH2:3][OH:6])[CH:13]=2)=[C:19]([C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)[N:18]=1

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 24758Sodium hydrideHCID 23020419HCID 23020419、化合物

生成物 1

HCID 59749107HCID 59749107、化合物収率 36.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

In a reaction vessel, sodium hydride (15 mg, 0.372 mmol) was suspended in N,N-dimethylformamide (4 ml) and ethylene glycol (23 mg, 0.372 mmol) was added thereto, followed by stirring at 80° C. for 30 minutes under an atmosphere of nitrogen gas. Subsequently, 5-(2-fluoro-4-pyridyl)-4,6-di(2-furyl)-2-pyrimidinamine (100 mg, 0.310 mmol) was added thereto, followed by stirring for 14 hours under the same conditions. Then, the reaction was terminated by adding water thereto. The reaction mixture was extracted with ethyl acetate, washed with water and brine, dried over anhydrous sodium sulfate and then the filtrate was concentrated. The resulting crude product was purified by silica gel column chromatography, to give the title compound (41 mg, 36%) as a pale yellow solid.

後処理

  1. stirringby stirring for 14 hours under the same conditions
  2. customThen, the reaction was terminated
  3. additionby adding water
  4. extractionThe reaction mixture was extracted with ethyl acetate
  5. washwashed with water and brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationthe filtrate was concentrated
  8. customThe resulting crude product was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-6fa12eaa1a034fd79be69d546e333631
出典データセット
uspto-grants-2008_07
特許番号
US07396836B2

反応ノート

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