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Hydrochloric Acid → 3',5'-Dichloro-4'-(2-oxo-3-piperidin-1-yl-pyrrolidin-1-ylmethyl)-biphenyl-4-carboxylic acid

HRID 1670844
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인쇄 미리보기

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HRID 1670844 반응식
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[C:15]([Cl:17])[C:14]([CH2:18][N:19]3[CH2:23][CH2:22][CH:21]([N:24]4[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]4)[C:20]3=[O:30])=[C:13]([Cl:31])[CH:12]=2)=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+].Cl>CO.C(OCC)(=O)C>[Cl:31][C:13]1[CH:12]=[C:11]([C:8]2[CH:7]=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][CH:9]=2)[CH:16]=[C:15]([Cl:17])[C:14]=1[CH2:18][N:19]1[CH2:23][CH2:22][CH:21]([N:24]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]2)[C:20]1=[O:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 576580003',5'-Dichloro-4'-(2-oxo-3-piperidin-1-yl-pyrrolidin-1-ylmethyl)-biphenyl-4-carboxylic acid methyl ester

생성물 1

HCID 248521053',5'-Dichloro-4'-(2-oxo-3-piperidin-1-yl-pyrrolidin-1-ylmethyl)-biphenyl-4-carboxylic acid수율 58%

시약·촉매·용매 2

HCID 887Methanol
용매
HCID 8857Ethyl Acetate용매

실험 절차

Treat a solution of 3′,5′-Dichloro-4′-(2-oxo-3-piperidin-1-yl-pyrrolidin-1-ylmethyl)-biphenyl-4-carboxylic acid methyl ester (0.190 g, 0.41 mmol) in methanol (15 mL) with 5N NaOH (0.82 mL), heat to reflux, and cool and stir at room temperature for 16 hours. Remove the solvent in vacuo to give a residue and neutralize with 1N HCl. Dilute the mixture with ethyl acetate and wash with water. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, purify with a 0 to 10% methanol in CH2Cl2 gradient to afford 0.106 g (58%) of the titled product. Rf=0.50 (4/1 CH2Cl2/methanol). ES MS (m/z): 447 (M+).

후처리

  1. temperatureheat
  2. temperatureto reflux
  3. temperaturecool
  4. customRemove the solvent in vacuo
  5. customto give a residue
  6. washwash with water
  7. dry with materialDry the organic layer (Na2SO4)
  8. customremove the solvent in vacuo
  9. customto afford crude product
  10. custompurify with a 0 to 10% methanol in CH2Cl2 gradient

출처 및 근거

ORD 기록
ord-d3d06c8420a541b9a3b1b5bcaf160ae0
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994176B2

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