吡啶 → Tert-butyl 2-carbamoyl-4,4-difluoropiperidine-1-carboxylate

HRID 74901

反应方程式

HRID 74901 反应方程式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([F:15])([F:14])[CH2:10][CH:9]1[C:16]([OH:18])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:19]1C=CC=CC=1.C(OC(OC(C)(C)C)=O)(OC(C)(C)C)=O.C(=O)(O)[O-].[NH4+]>O1CCOCC1>[C:16]([CH:9]1[CH2:10][C:11]([F:15])([F:14])[CH2:12][CH2:13][N:8]1[C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])(=[O:18])[NH2:19]

参与物

6

反应物 4

HCID 1049吡啶HCID 14013碳酸氢铵HCID 90495二碳酸二叔丁酯HCID 101069001-(tert-butoxycarbonyl)-4,4-difluoropiperidine-2-carboxylic acid2 次

产物 1

HCID 67286514Tert-butyl 2-carbamoyl-4,4-difluoropiperidine-1-carboxylate

试剂、催化剂与溶剂 1

HCID 312751,4-二氧六环溶剂

实验过程

To a solution of 1-tert-butoxycarbonyl-4,4-difluoro-piperidine-2-carboxylic acid, 13f, (1.67 g, 6.30 mmol) in 1,4-dioxane (12 mL) was added pyridine (0.35 mL, 4.33 mmol), followed by di-tert-butyl dicarbonate (1.78 g, 8.17 mmol) and ammonium bicarbonate (0.63 g, 7.86 mmol). The reaction mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure and the residue was taken up in EtOAc. The organic phase was washed with water, aqueous saturated KHSO4 solution, brine, dried over Na2SO4, filtered and evaporated to dryness. The crude residue was used without further purification.

后处理

  1. customThe solvent was removed under reduced pressure
  2. washThe organic phase was washed with water, aqueous saturated KHSO4 solution, brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customThe crude residue was used without further purification

来源与证据

ORD记录
ord-e7fe087c2d5d46bab2cfd714b40831b4
来源数据集
uspto-grants-2014_09
专利号
US08829007B2

关联笔记

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