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

HRID 1497643ノート

反応式

HRID 1497643 の反応式
[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]

参加物

5

反応物 2

HCID 37724-PiperidinecarboxamideHCID 22064466Tert-butyldicarbonate

生成物 1

HCID 27356461-(tert-Butoxycarbonyl)piperidine-4-carboxamide収率 74.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f3bc8bb2e890464f8e24be62d79ebc92
出典データセット
uspto-grants-2015_12
特許番号
US09199979B2

反応ノート

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