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

HRID 1869620노트

반응식

HRID 1869620 반응식
[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

참가 물질

5

반응물 1

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

생성물 1

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

시약·촉매·용매 3

HCID 82844Platinum oxide (PtO)촉매HCID 176Acetic Acid용매HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-076c84a7209e426891f0bab459b08db4
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638631B2

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