(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 → 2-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dione

HRID 1756563笔记

反应方程式

HRID 1756563 反应方程式
[H-].[Na+].[F:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=O)[C:7]2=[O:14].[Cl:15][C:16]1[CH:27]=[C:20]2[C:21](OC(=O)[NH:25][C:19]2=[CH:18][CH:17]=1)=[O:22].CO>CN(C=O)C.C(Cl)(Cl)Cl>[Cl:15][C:16]1[CH:27]=[C:20]2[C:19](=[CH:18][CH:17]=1)[N:25]=[C:8]1[C:7](=[O:14])[C:6]3[C:10]([N:9]1[C:21]2=[O:22])=[CH:11][CH:12]=[C:4]([F:3])[CH:5]=3

参与物

7

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 24758氢化钠HCID 784805-氯靛红酸酐HCID 2365665-氟靛红

产物 1

HCID 4785692-Chloro-8-fluoroindolo[2,1-b]quinazoline-6,12-dione

试剂、催化剂与溶剂 2

HCID 6212三氯甲烷溶剂HCID 6228N,N-二甲基甲酰胺溶剂3 次

实验过程

To a suspension of NaH (10 mmol, 40 mg 60%) in 4 mL of DMF was added 10 mmol of 5-fluoroisatin in 2 mL of DMF. After 15 min, a solution of 5-chloroisatoic anhydride in 3 mL of DMF was added. The reaction mixture was stirred for 18 h, methanol (0.5 mL) and 20 mL of chloroform was added and the organic solution was washed with water, dried (MgSO4) and concentrated to give a residue which was purified by silica gel chromatography (CHCl3 :CH3OH). Yield 77%: mp 280°-282° C.

后处理

  1. washthe organic solution was washed with water
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated
  4. customto give a residue which
  5. customwas purified by silica gel chromatography (CHCl3 :CH3OH)

来源与证据

ORD记录
ord-0cfebdd3820a4315bfe8dcf209410365
来源数据集
uspto-grants-1995_08
专利号
US05441955

反应笔记

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