Hydrochloric Acid → ethyl [(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidin-1-yl]oxoacetate

HRID 1436090노트

반응식

HRID 1436090 반응식
[Cl-].[C:2]([O:7][CH2:8][CH3:9])(=[O:6])[C:3]([O-:5])=O.[F:10][C:11]1[CH:16]=[CH:15][C:14]([C@H:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([CH:23]=[CH2:24])[NH:18]2)=[CH:13][CH:12]=1.CCN(C(C)C)C(C)C.Cl>C(Cl)Cl.C(Cl)(Cl)Cl>[F:10][C:11]1[CH:12]=[CH:13][C:14]([C@H:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([CH:23]=[CH2:24])[N:18]2[C:3](=[O:5])[C:2]([O:7][CH2:8][CH3:9])=[O:6])=[CH:15][CH:16]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 22632797Monoethyl oxalate monochlorideHCID 69010346(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidine

생성물 1

HCID 86612603ethyl [(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidin-1-yl]oxoacetate

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

Ethyl oxalate chloride (0.5 mL) was added to a solution of (2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidine (520 mg) and DIEA (0.66 mL) in methylene chloride (10 mL), and the reaction solution was stirred at room temperature for one hour. Chloroform and 1 N aqueous hydrochloric acid were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with saturated sodium bicarbonate water, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane->heptane:ethyl acetate=1:1) to obtain 426 mg of the title compound. The property value of the compound is as follows.

후처리

  1. customthe organic layer was separated
  2. washThe resulting organic layer was washed with saturated sodium bicarbonate water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (elution solvent: heptane->heptane:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-e0891c4a2f904957a2c1f394155ee862
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07618960B2

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