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Ammonium formate → HCID 117643826、化合物

HRID 2171281
ノート
印刷プレビュー

反応式

HRID 2171281 の反応式
C([O-])=O.[NH4+].[C:5]([C:7]1[CH:8]=[C:9]([F:49])[C:10]([NH:21][CH:22]2[CH2:27][CH2:26][N:25](C(OCC3C=CC=CC=3)=O)[CH2:24][CH:23]2[N:38]2[C:46](=[O:47])[C:45]3[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=3)[C:39]2=[O:48])=[N:11][C:12]=1[NH:13][C:14]1[CH:15]=[N:16][CH:17]=[C:18]([CH3:20])[CH:19]=1)#[N:6]>[Pd].C(OCC)(=O)C.CO>[O:48]=[C:39]1[C:40]2[C:45](=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:46](=[O:47])[N:38]1[CH:23]1[CH:22]([NH:21][C:10]2[C:9]([F:49])=[CH:8][C:7]([C:5]#[N:6])=[C:12]([NH:13][C:14]3[CH:15]=[N:16][CH:17]=[C:18]([CH3:20])[CH:19]=3)[N:11]=2)[CH2:27][CH2:26][NH:25][CH2:24]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 2723923Ammonium formate2 回HCID 117643277HCID 117643277、化合物

生成物 1

HCID 117643826HCID 117643826、化合物収率 52.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒2 回HCID 21584119Ethylacetate methanol溶媒

反応条件

温度
70 °C

実験手順

Ammonium formate (6 mg) and 10% Pd/C (6 mg) were added to an ethyl acetate/MeOH (1 ml/1 ml) solution containing benzyl 4-((5-cyano-3-fluoro-6-((5-methylpyridin-3-yl)amino)pyridin-2-yl)amino)-3-(1,3-dioxoisoindolin-2-yl)piperidin-1-carboxylate (37 mg) obtained in the 1st step in a nitrogen atmosphere, followed by heating and stirring at 70° C. for 1 hour. Next, ammonium formate (30 mg) and 10% Pd/C (30 mg) were added to the solution, followed by heating and stirring at 70° C. for 1 hour. The reaction solution was cooled to room temperature and insoluble matter was removed by filtration through Celite. Filter cake was washed with ethyl acetate. The resulting filtrate was mixed with wash liquid. The obtained organic layers were washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure. A white solid of 6-((3-(1,3-dioxoisoindolin-2-yl)piperidin-4-yl)amino)-5-fluoro-2-((5-methylpyridin-3-yl)amino)nicotinonitrile (15 mg) was thus obtained.

後処理

  1. customobtained in the 1st step in a nitrogen atmosphere
  2. temperatureby heating
  3. temperatureby heating
  4. stirringstirring at 70° C. for 1 hour
  5. temperatureThe reaction solution was cooled to room temperature
  6. custominsoluble matter was removed by filtration through Celite
  7. filtrationFilter cake
  8. washwas washed with ethyl acetate
  9. additionThe resulting filtrate was mixed
  10. washwith wash liquid
  11. washThe obtained organic layers were washed with saturated saline
  12. dry with materialdried over anhydrous sodium sulfate
  13. distillationThe solvent was distilled away under reduced pressure

出典と根拠

ORDレコード
ord-5f92f8e901c44d5080cd7aedef5ac329
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09051310B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート