Methanol → HCID 178418674, 화합물

HRID 6528

반응식

HRID 6528 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]#[C:10][N:11]1[C:16]([OH:17])=[C:15]2[CH:18]=[C:19]([NH:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])[N:20]=[C:14]2[N:13]=[CH:12]1.CO.N1C2C(=CC=CC=2)C=CC=1.[H][H]>[Pd].CCOCC.C(Cl)(Cl)Cl>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH:9]=[CH:10][N:11]1[C:16]([OH:17])=[C:15]2[CH:18]=[C:19]([NH:21][C:22](=[O:27])[C:23]([CH3:25])([CH3:24])[CH3:26])[N:20]=[C:14]2[N:13]=[CH:12]1

참가 물질

8

반응물 4

HCID 887MethanolHCID 7047QuinolineHCID 178418361HCID 178418361, 화합물HCID 178418609HCID 178418609, 화합물

생성물 1

HCID 178418674HCID 178418674, 화합물

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 3283Diethyl Ether용매HCID 6212Chloroform용매

실험 절차

A mixture of 2 g of 3-(3-tetrahydropyr-2-yloxyprop-1-yn-1-yl)-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine, 40 ml of methanol, 20 ml of chloroform, 40 mg of 5% palladium on barium sulfate, and 40 mg of synthetic quinoline is stirred under 1 atmosphere hydrogen pressure for 40 min. The solvent then is removed by evaporation and the residue diluted with methylene chloride. The methylene chloride solution is filtered through silica gel with 2% methanol in methylene chloride to remove catalyst and the filtrate then concentrated to give an oil which upon adding ether yields 3-(3-tetrahydropyr-2-yloxyprop-1-en-1-yl)-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine which can be further purified through column chromatography eluting with ethyl acetate and recrystallization using ethyl acetate.

후처리

  1. customThe solvent then is removed by evaporation
  2. additionthe residue diluted with methylene chloride
  3. filtrationThe methylene chloride solution is filtered through silica gel with 2% methanol in methylene chloride
  4. customto remove catalyst
  5. concentrationthe filtrate then concentrated
  6. customto give an oil which

출처 및 근거

ORD 기록
ord-68835ea9559e4264a057fa5856eb6da6
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05248775

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