Hydrochloric Acid → 3-(Ethylamino)piperidine-3-carboxamide hydrochloride

HRID 348006노트

반응식

HRID 348006 반응식
[CH:1]([N:14]1[CH2:17][C:16]([NH:21][CH2:22][CH3:23])([C:18]([NH2:20])=[O:19])[CH2:15]1)([C:8]1C=CC=CC=1)C1C=CC=CC=1.[ClH:24]>CO.CC(OC)(C)C.[OH-].[OH-].[Pd+2]>[ClH:24].[CH2:22]([NH:21][C:16]1([C:18]([NH2:20])=[O:19])[CH2:15][CH2:8][CH2:1][NH:14][CH2:17]1)[CH3:23]

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 587217631-Benzhydryl-3-ethylaminoazetidine-3-carboxylic Acid Amide

생성물 1

HCID 1317262483-(Ethylamino)piperidine-3-carboxamide hydrochloride

시약·촉매·용매 3

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매2회HCID 15413tert-Butyl methyl ether용매

실험 절차

To a suspension of 1-benzhydryl-3-ethylaminoazetidine-3-carboxylic acid amide (I-1A-3d; 36.1 g, 117 mmol) in methanol (560 ml) at room temperature was added concentrated aqueous HCl (19.5 ml, 234 mmol), resulting in a clear solution. To 20% Pd(OH)2 on carbon (3.75 g) was added methanol (85 ml), followed by the methanolic solution of I-1A-3d. The mixture was placed on a Parr® shaker and then reduced (50 psi H2) at room temperature for 20 hours. The reaction was then filtered through Celite® and then concentrated to low volume under reduced pressure, at which point a precipitate formed. The suspension was diluted with MTBE (500 ml), stirred for an additional hour, and the precipitate collected by vacuum filtration. The solid was washed with MTBE and then dried, in vacuo, to afford I-1A-3e (24.8 g, 98%) as a colorless solid.

후처리

  1. customresulting in a clear solution
  2. customat room temperature
  3. customfor 20 hours
  4. filtrationThe reaction was then filtered through Celite®
  5. concentrationconcentrated to low volume under reduced pressure, at which point a precipitate
  6. customformed
  7. filtrationthe precipitate collected by vacuum filtration
  8. washThe solid was washed with MTBE
  9. customdried, in vacuo
  10. customto afford I-1A-3e (24.8 g, 98%) as a colorless solid

출처 및 근거

ORD 기록
ord-390d15ce2ec946e18b7670d3d584086b
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176210B2

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