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

HRID 1418349노트

반응식

HRID 1418349 반응식
[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

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 158811362-Hydroxy-N-(1-phenylethyl)acetamideHCID 86753877HCID 86753877, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-559b74be91e24d098c32abd467ab3f47
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05883092

반응 노트

불러오는 중…