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

HRID 526925

반응식

HRID 526925 반응식
[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]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 14013Ammonium BicarbonateHCID 90495Di-tert-butyl dicarbonateHCID 101069001-((Tert-butoxy)carbonyl)-4,4-difluoropiperidine-2-carboxylic acid2회

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-185abcedc26849c88dc7befe73e6fc3e
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09345708B2

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