Hydrochloric Acid → (S)-3-[(R)-1-(3-methoxyphenyl)ethylamino]pyrrolidine dihydrochloride

HRID 1811643

반응식

HRID 1811643 반응식
C([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C@@H:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[CH:17]=2)[CH3:15])[CH2:9]1)C1C=CC=CC=1.[ClH:24]>CO.O1CCOCC1.[OH-].[Pd+2].[OH-]>[ClH:24].[ClH:24].[CH3:23][O:22][C:18]1[CH:17]=[C:16]([C@H:14]([NH:13][C@H:10]2[CH2:11][CH2:12][NH:8][CH2:9]2)[CH3:15])[CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 2

HCID 313Hydrochloric AcidHCID 58973545(S)-(1-benzylpyrrolidin-3-yl)-[(R)-1-(3-methoxyphenyl)ethyl]amine

생성물 1

HCID 67408353(S)-3-[(R)-1-(3-methoxyphenyl)ethylamino]pyrrolidine dihydrochloride

시약·촉매·용매 3

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of 3.67 g of (S)-(1-benzylpyrrolidin-3-yl)-[(R)-1-(3-methoxyphenyl)ethyl]amine dissolved in 100 ml of methanol were added 830 mg of palladium hydroxide and 8.85 ml of a solution of 4M hydrochloric acid in dioxane, and the mixture was shaked under hydrogen atmosphere at 3 atm at room temperature for 3 days. Palladium hydroxide was removed, and the solvent was evaporated. To the residue was added methanol, and the resulting precipitates were collected by filtration, washed with methanol and dried to obtain 1.14 g of (S)-3-[(R)-1-(3-methoxyphenyl)ethylamino]pyrrolidine dihydrochloride (the following Reference example Table, Reference example 1.001).

후처리

  1. customPalladium hydroxide was removed
  2. customthe solvent was evaporated
  3. additionTo the residue was added methanol
  4. customthe resulting precipitates
  5. filtrationwere collected by filtration
  6. washwashed with methanol
  7. customdried

출처 및 근거

ORD 기록
ord-6e9fee769062453794fd522f467877a0
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362274B2

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