Hydrochloric Acid → 5-fluoro-2-methoxy-4-[1-(S)-(4-pyridyl)ethoxy]benzoic acid

HRID 1701

반응식

HRID 1701 반응식
[F:1][C:2]1[C:3]([O:14][C@H:15]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[CH3:16])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+].Cl.O.CC#N>CO>[F:1][C:2]1[C:3]([O:14][C@H:15]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)[CH3:16])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18373917Acetonitrile--water (1/1)HCID 22883081methyl 5-fluoro-2-methoxy-4-[1-(S)-(4-pyridyl)ethoxy]benzoate

생성물 1

HCID 228830795-fluoro-2-methoxy-4-[1-(S)-(4-pyridyl)ethoxy]benzoic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of methyl 5-fluoro-2-methoxy-4-[1-(S)-(4-pyridyl)ethoxy]benzoate (290 mg, 0.95 mmol) in methanol (5 mL) was added aqueous NaOH (396 μL, 3.6M). The reaction was stirred at ambient temperature overnight and then heated to 45° C. in an oil bath for another 24 h. The reaction pH was lowered to pH 3 using 1N HCl and the reaction mixture stripped down under reduced pressure. The white foam was lyophilized from H2O/CH3CN to afford the 5-fluoro-2-methoxy-4-[1-(S)-(4-pyridyl)ethoxy]benzoic acid as a white powder.

후처리

  1. temperatureheated to 45° C. in an oil bath for another 24 h

출처 및 근거

ORD 기록
ord-71a42b3bba7745d89371d9c19ddb7d49
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726172

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