(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 → HCID 178418674，化合物

HRID 6528

反应方程式

HRID 6528 反应方程式
[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

参与物

8

反应物 4

HCID 887(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮HCID 7047喹啉HCID 178418361HCID 178418361，化合物HCID 178418609HCID 178418609，化合物

产物 1

HCID 178418674HCID 178418674，化合物

试剂、催化剂与溶剂 3

HCID 23938钯催化剂HCID 3283乙醚溶剂HCID 6212三氯甲烷溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-68835ea9559e4264a057fa5856eb6da6
来源数据集
uspto-grants-1993_09
专利号
US05248775

关联笔记

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