Tert-butyl 4-(pyridin-4-ylmethyl)piperidine-1-carboxylate → 4-Piperidin-4-ylmethyl-piperidine-1-carboxylic acid t-butyl ester

HRID 1869620ノート

反応式

HRID 1869620 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH:8]2[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]2)=[CH:3][CH:2]=1>C(O)C.C(O)(=O)C.[Pt]=O>[NH:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH:8]2[CH2:9][CH2:10][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:12][CH2:13]2)[CH2:5][CH2:6]1

参加物

5

反応物 1

HCID 18539261Tert-butyl 4-(pyridin-4-ylmethyl)piperidine-1-carboxylate

生成物 1

HCID 497611974-Piperidin-4-ylmethyl-piperidine-1-carboxylic acid t-butyl ester収率 80.7%

試薬・触媒・溶媒 3

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

実験手順

1,1-Dimethylethyl 4-(4-pyridinylmethyl)-1-piperidinecarboxylate (may be prepared as described in Description 1) (11.4 g) was dissolved in ethanol (200 ml) and acetic acid (2.36 ml). Platinum oxide (2 g) was added under a blanket of argon, and the reaction shaken under hydrogen at 50 psi for 18 h. After carefully filtering off the platinum catalyst, the solvent was evaporated and the residue redissolved in ethyl acetate (50 ml) and washed with saturated sodium hydrogen carbonate solution (50 ml). The aqueous phase was extracted into ethyl acetate (2×50 ml) and the combined organics dried (Na2SO4) and evaporated to give the title compound (D2) as white solid (9.4 g).

後処理

  1. filtrationAfter carefully filtering off the platinum catalyst
  2. customthe solvent was evaporated
  3. dissolutionthe residue redissolved in ethyl acetate (50 ml)
  4. washwashed with saturated sodium hydrogen carbonate solution (50 ml)
  5. extractionThe aqueous phase was extracted into ethyl acetate (2×50 ml)
  6. dry with materialthe combined organics dried (Na2SO4)
  7. customevaporated

出典と根拠

ORDレコード
ord-076c84a7209e426891f0bab459b08db4
出典データセット
uspto-grants-2009_12
特許番号
US07638631B2

反応ノート

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