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Pivaloyl chloride → 6-(benzyloxy)-7-(5-(4-fluorobenzyl)thiazol-2-yl)-1-(2-oxo-2-(4-pivaloylpiperazin-1-yl)ethyl)imidazo[1,2-a]pyrimidin-5(1H)-one

HRID 1971843
ノート
印刷プレビュー

反応式

HRID 1971843 の反応式
[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[CH:17][N:18]([CH2:19][C:20](=[O:27])[N:21]3[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]3)[C:12]2=[N:11][C:10]=1[C:28]1[S:29][C:30]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)=[CH:31][N:32]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[C:50](Cl)(=[O:55])[C:51]([CH3:54])([CH3:53])[CH3:52].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH2:1]([O:8][C:9]1[C:14](=[O:15])[N:13]2[CH:16]=[CH:17][N:18]([CH2:19][C:20](=[O:27])[N:21]3[CH2:26][CH2:25][N:24]([C:50](=[O:55])[C:51]([CH3:54])([CH3:53])[CH3:52])[CH2:23][CH2:22]3)[C:12]2=[N:11][C:10]=1[C:28]1[S:29][C:30]([CH2:33][C:34]2[CH:35]=[CH:36][C:37]([F:40])=[CH:38][CH:39]=2)=[CH:31][N:32]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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

6

反応物 4

HCID 62493Pivaloyl chlorideHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 581268766-(Benzyloxy)-7-(5-(4-fluorobenzyl)thiazol-2-yl)-1-(2-oxo-2-(piperazin-1-yl)ethyl)imidazo[1,2-a]pyrimidin-5(1H)-one

生成物 1

HCID 581269226-(benzyloxy)-7-(5-(4-fluorobenzyl)thiazol-2-yl)-1-(2-oxo-2-(4-pivaloylpiperazin-1-yl)ethyl)imidazo[1,2-a]pyrimidin-5(1H)-one
収率 90%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

A mixture of the product of example 112 (200 mg, 0.36 mmol) and DIPEA (50.94 mg, 0.39 mmol) in CH2Cl2 (10 ml) was stirred at 0° C. Then pivaloyl chloride (47.48 mg, 0.39 mmol) was added dropwise. The mixture was stirred at room temperature for 2 hours, after which saturated sodium bicarbonate was added and then extracted with ethyl acetate. The extracts were combined, washed with brine, and then dried over sodium sulfate. The product was purified by column chromatography (CH2Cl2/MeOH=10/1) to give the desired product (207 mg, 90% yield).

後処理

  1. stirringThe mixture was stirred at room temperature for 2 hours
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over sodium sulfate
  5. customThe product was purified by column chromatography (CH2Cl2/MeOH=10/1)

出典と根拠

ORDレコード
ord-b835cf3b4cf2462ab86da827fad5e835
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08431581B2

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