4-Piperidinecarboxamide → 1-(tert-Butoxycarbonyl)piperidine-4-carboxamide

HRID 1497643노트

반응식

HRID 1497643 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH2:9])=[O:8])[CH2:3][CH2:2]1.[C:10]([O:14][C:15](OC([O-])=O)=[O:16])([CH3:13])([CH3:12])[CH3:11]>C(#N)C.CN(C1C=CN=CC=1)C>[C:7]([CH:4]1[CH2:5][CH2:6][N:1]([C:15]([O:14][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:16])[CH2:2][CH2:3]1)(=[O:8])[NH2:9]

참가 물질

5

반응물 2

HCID 37724-PiperidinecarboxamideHCID 22064466Tert-butyldicarbonate

생성물 1

HCID 27356461-(tert-Butoxycarbonyl)piperidine-4-carboxamide수율 74.4%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6342Acetonitrile용매

실험 절차

To a solution of piperidine-4-carboxamide (2 g, 15.6 mmol) in acetonitrile (30 mL), tert-butyldicarbonate (4.4 g, 20.2 mmol, 1.3 eq) and DMAP (190 mg, 1.56 mmol, 0.1 eq) were added and the mixture was stirred at r.t. overnight. It was then concentrated under reduced pressure, taken up with DCM and washed with saturated aqueous NaHCO3, saturated aqueous NH4Cl, brine and water. The organic phase was dried over Na2SO4 and evaporated to dryness. The residue was triturated with diethyl ether and the white solid was filtered and dried to give 2.65 g (74%) of the title product.

후처리

  1. concentrationIt was then concentrated under reduced pressure
  2. washwashed with saturated aqueous NaHCO3, saturated aqueous NH4Cl, brine and water
  3. dry with materialThe organic phase was dried over Na2SO4
  4. customevaporated to dryness
  5. customThe residue was triturated with diethyl ether
  6. filtrationthe white solid was filtered
  7. customdried

출처 및 근거

ORD 기록
ord-f3bc8bb2e890464f8e24be62d79ebc92
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199979B2

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