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

HRID 348006ノート

反応式

HRID 348006 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒2 回HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-390d15ce2ec946e18b7670d3d584086b
出典データセット
uspto-grants-2007_02
特許番号
US07176210B2

反応ノート

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