Hydrochloric Acid → N-(1-phenylethyl)-[6-(4-t-butylphenylsulfonylamino)-2-(4-formylpiperazinyl)-5-(2-methoxyphenoxy)-4-pyrimidinyloxy]-acetamide

HRID 1418349ノート

反応式

HRID 1418349 の反応式
[C:1]1([CH:7]([NH:9][C:10](=[O:13])[CH2:11][OH:12])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na].[C:15]([C:19]1[CH:24]=[CH:23][C:22]([S:25]([NH:28][C:29]2[C:34]([O:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[O:42][CH3:43])=[C:33](Cl)[N:32]=[C:31]([N:45]3[CH2:50][CH2:49][N:48]([CH:51]=[O:52])[CH2:47][CH2:46]3)[N:30]=2)(=[O:27])=[O:26])=[CH:21][CH:20]=1)([CH3:18])([CH3:17])[CH3:16].Cl>CS(C)=O.O>[C:1]1([CH:7]([NH:9][C:10](=[O:13])[CH2:11][O:12][C:33]2[C:34]([O:35][C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[O:42][CH3:43])=[C:29]([NH:28][S:25]([C:22]3[CH:21]=[CH:20][C:19]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:24][CH:23]=3)(=[O:27])=[O:26])[N:30]=[C:31]([N:45]3[CH2:50][CH2:49][N:48]([CH:51]=[O:52])[CH2:47][CH2:46]3)[N:32]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 158811362-Hydroxy-N-(1-phenylethyl)acetamideHCID 86753877HCID 86753877、化合物

生成物 1

HCID 54369531N-(1-phenylethyl)-[6-(4-t-butylphenylsulfonylamino)-2-(4-formylpiperazinyl)-5-(2-methoxyphenoxy)-4-pyrimidinyloxy]-acetamide収率 34%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒

実験手順

N-(1-Phenylethyl)-hydroxyacetamide (50 mg, 0.3 mmol) was dissolved in dimethyl sulfoxide (0.56 ml). Sodium (11.5 mg; 0.5 mmol) was added to the solution, and the resultant mixture was stirred at room temperature for two hours. 4-t-Butyl-N-[6-chloro-2-(4-formylpiperazinyl)-5-(2-methoxyphenoxy)-4-pyrimidinyl]benzenesulfonamide (56 mg; 0.1 mmol) was added thereto, and the resultant mixture was stirred for 1 hour at 120° C., then poured into water, made acidic with hydrochloric acid, and extracted with ethyl acetate. The extracted was washed with water, dried over anhydrous sodium sulfate, and evaporated. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1), to thereby obtain 23.8 mg (yield: 34%) of the title compound as a pale yellow oil.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extracted was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. customThe residue was purified by silica gel column chromatography (chloroform:methanol=20:1)

出典と根拠

ORDレコード
ord-559b74be91e24d098c32abd467ab3f47
出典データセット
uspto-grants-1999_03
特許番号
US05883092

反応ノート

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