吡啶 → HCID 178440950，化合物

HRID 1072000

反应方程式

HRID 1072000 反应方程式
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[N:13]1[CH:18]=CC=CC=1.Cl[C:20]([O:22][C:23]1[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25]C=1)=[O:21].C(N(C(C)C)CC)(C)C.C[N:42]([CH:44]=[O:45])C>C(Cl)Cl.CO>[C:44]([OH:45])(=[O:10])[C:20]([OH:22])=[O:21].[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][O:10][C:44]([N:42]2[CH2:23][CH2:28][C:27]3[NH:13][CH:18]=[N:29][C:26]=3[CH2:25]2)=[O:45])=[CH:11][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

参与物

8

反应物 5

HCID 1049吡啶HCID 6228N,N-二甲基甲酰胺HCID 134164-叔丁基苄醇HCID 81531N,N-二异丙基乙胺HCID 82129对硝基苯基氯甲酸酯

产物 1

HCID 178440950HCID 178440950，化合物

试剂、催化剂与溶剂 2

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)-酮溶剂HCID 6344二氯甲烷溶剂2 次

实验过程

To a solution of 4-tert-butylbenzyl alcohol (1.97 g, 12 mmol) in DCM (30 mL) was added pyridine (1.3 mL) and then a solution of 4-nitrophenyl chloroformate (1.57 g, 7.8 mmol) in DCM (20 mL). The mixture was stirred at room temperature for 1 h, concentrated under reduced pressure, and to the residue was added a mixture of of 4,5,6,7-tetrahydromidazo[4,5-c]pyridine (1.5 g, 7 mmol), methanol (3.3 mL), DMF (30 mL), and diisopropylethylamine (4.1 mL). The resulting mixture was stirred at room temperature overnight and concentrated under reduced pressure. The residue was distributed between water and ethyl acetate, phases were separated, and the organic layer was washed with water, dried (MgSO4), and filtered. A solution of oxalic acid (0.63 g) in ethyl acetate was added to the filtrate and the mixture was allowed to stand for 24 h. Filtration yielded the title compound as colorless solid.

后处理

  1. concentrationconcentrated under reduced pressure
  2. additionto the residue was added
  3. stirringThe resulting mixture was stirred at room temperature overnight
  4. concentrationconcentrated under reduced pressure
  5. customwere separated
  6. washthe organic layer was washed with water
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. additionA solution of oxalic acid (0.63 g) in ethyl acetate was added to the filtrate
  10. waitto stand for 24 h
  11. filtrationFiltration

来源与证据

ORD记录
ord-597b2f8d88f84ce8a7442fc7e07d1de4
来源数据集
uspto-grants-2005_06
专利号
US06908926B1

关联笔记

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