N-叔丁氧羰基-4-哌啶酮 → 1-叔丁氧羰基-4-氨甲基哌啶

HRID 10526

反应方程式

HRID 10526 反应方程式
Cl.[CH3:2][NH2:3].[C:4]([O:8][C:9]([N:11]1[CH2:16][CH2:15][C:14](=O)[CH2:13][CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]>CO.[Pt]=O>[NH2:3][CH2:2][CH:14]1[CH2:15][CH2:16][N:11]([C:9]([O:8][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:10])[CH2:12][CH2:13]1

参与物

5

反应物 2

HCID 735900N-叔丁氧羰基-4-哌啶酮HCID 6364545甲胺盐酸盐

产物 1

HCID 7368171-叔丁氧羰基-4-氨甲基哌啶收率 93.9%

试剂、催化剂与溶剂 2

HCID 82844Platinum oxide (PtO)催化剂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

实验过程

A solution of methylamine hydrochloride (1.01 g, Wako Pure Chemical Industries) and 1-(tert-butoxycarbonyl)-4-oxopiperidine (1.99 g, Aldrich) in methanol (13 ml) was stirred in the presence of platinum oxide (69 mg, Wako Pure Chemical Industries) at room temperature for 3 hours under hydrogen atmosphere of ordinary pressure. The hydrogen was purged with a nitrogen gas, and the platinum catalyst was removed by filtration. Then, the reaction mixture was adjusted to pH of from 10 to 11 with 1 N aqueous sodium hydroxide. The reaction mixture was added with water (10 ml), and the product was extracted three times with ethyl acetate (15 ml for each time). The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1) to obtain the title compound (2.01 g).

后处理

  1. customThe hydrogen was purged with a nitrogen gas
  2. customthe platinum catalyst was removed by filtration
  3. additionThe reaction mixture was added with water (10 ml)
  4. extractionthe product was extracted three times with ethyl acetate (15 ml for each time)
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate:methanol=20:1)

来源与证据

ORD记录
ord-d468fd2f35634bbfb59c0f3c2c17ef5c
来源数据集
uspto-grants-2006_08
专利号
US07094789B2

关联笔记

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