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Hydrochloric Acid → (S)-3-(2-(4-phenyl-4-carboxypiperidin-1-yl)ethyl)-3-(3,4-dichlorophenyl)pyrrolidine

HRID 1601448
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HRID 1601448 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:28][CH2:29][N:30]3[CH2:35][CH2:34][C:33]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)([C:36](N)=[O:37])[CH2:32][CH2:31]3)[CH2:13][CH2:12][N:11](C(=O)C3C=C(OC)C(OC)=C(OC)C=3)[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[O:45]1CCOCC1.Cl>O>[C:39]1([C:33]2([C:36]([OH:45])=[O:37])[CH2:34][CH2:35][N:30]([CH2:29][CH2:28][C@:9]3([C:4]4[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=4)[CH2:13][CH2:12][NH:11][CH2:10]3)[CH2:31][CH2:32]2)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 98741684-Phenyl-1-[2-[3-(3,4-dichlorophenyl)-1-(3,4,5-trimethoxybenzoyl)pyrrolidin-3-yl]ethyl]piperidine-4-carboxamide

생성물 1

HCID 53783991(S)-3-(2-(4-phenyl-4-carboxypiperidin-1-yl)ethyl)-3-(3,4-dichlorophenyl)pyrrolidine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Combine (+)-1-(2-(3-(3,4-dichlorophenyl)-1-(3,4,5-trimethoxybenzoyl)-pyrrolidin-3-yl)-ethyl)-4-phenylpiperidine-4-carboxylic acid amide prepared by the method of U.S. Pat. No. 5,635,510, issued Jun. 3, 1997 (200 g, 300 mmol), dioxane (400 mL), concentrated aqueous hydrochloric acid (400 mL), and water (400 mL). Heat to reflux. After 26 hours, cool to ambient temperature and concentrate the reaction mixture in vacuo at about 60° C. to a volume of about 700 mL. Add water (400 mL) and extract with 9/1 ethyl acetate/hexaneo Separate the layers and extract the aqueous layer twice with 1/1 ethyl acetate/hexane. Adjust the pH of the aqueous layer to about 7 using sodium hydroxide to form a solid. Filter and dry to give (S)-3-(2-(4-phenyl-4-carboxypiperidin-1-yl)ethyl)-3-(3,4-dichlorophenyl)pyrrolidine.

후처리

  1. temperatureHeat to reflux
  2. concentrationconcentrate the reaction mixture in vacuo at about 60° C. to a volume of about 700 mL
  3. extractionAdd water (400 mL) and extract with 9/1 ethyl acetate/hexaneo
  4. customSeparate the layers
  5. extractionextract the aqueous layer twice with 1/1 ethyl acetate/hexane
  6. customto form a solid
  7. filtrationFilter
  8. customdry

출처 및 근거

ORD 기록
ord-afac6f28e1fe4dd2a63e9071f55b752c
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05977139

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