4-Chloropyridine → tert-Butyl [1-(pyridin-4-yl)piperidin-4-yl]carbamate

HRID 33241

反応式

HRID 33241 の反応式
[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].Cl[C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1>C(O)CCC.O.CCN(CC)CC.C(Cl)Cl>[C:1]([O:5][C:6](=[O:14])[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 122884-ChloropyridineHCID 7238334-(N-Boc-amino)piperidine

生成物 1

HCID 18008972tert-Butyl [1-(pyridin-4-yl)piperidin-4-yl]carbamate

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 86625244n-butanol water NEt3溶媒

実験手順

A solution of 3 g Piperidin-4-yl-carbamic acid tert-butyl ester and 2.5 g 4-Chloropyridine in 9 ml n-butanol/water/NEt3 1:1:1 was heated at 100° C. for 48 h. Then the solution was cooled to RT diluted with DCM and washed with NaHCO3 solution and water. The organic layer was dried over Na2SO4, filtered, and the solvent was removed under reduced pressure. Chromatographic purification of the residue on silica with DCM as eluent gave after evaporation of the fractions containing the product a white foam. Yield 1.7 g.

後処理

  1. washwashed with NaHCO3 solution and water
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure
  5. customChromatographic purification of the residue on silica with DCM as eluent
  6. customgave
  7. customafter evaporation of the fractions
  8. additioncontaining the product a white foam

出典と根拠

ORDレコード
ord-67cb0225ae7f4dc89bfb109598d6f565
出典データセット
uspto-grants-2008_09
特許番号
US07429581B2

関連ノート

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