Hydrochloric Acid → 2-Amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester

HRID 491762노트

반응식

HRID 491762 반응식
[CH3:1][O:2][C:3](=[O:23])[C:4]([NH:15]C(OC(C)(C)C)=O)([CH3:14])[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1.Cl.[OH-].[Na+]>CO>[CH3:1][O:2][C:3](=[O:23])[C:4]([NH2:15])([CH3:14])[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 576789232-tert-Butoxycarbonylamino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester

생성물 1

HCID 576789242-Amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester수율 46.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
55 °C

실험 절차

To a solution of 2-tert-butoxycarbonylamino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester (954 mg, 2.92 mmol) in methanol (10 mL) was added HCl (3 mL, 12 N). The mixture was heated to 55° C. until the MS indicated no starting material remained. After cooling to ambient temperature, the solution was treated with aqueous NaOH (40 mL, 1N) and extracted several times with DCM. The combined extracts were concentrated and purified by flash chromatography (SiO2, 5% MeOH/DCM) to yield the title compound as a yellow oil (305 mg, 46%).

후처리

  1. temperatureAfter cooling to ambient temperature
  2. extractionextracted several times with DCM
  3. concentrationThe combined extracts were concentrated
  4. custompurified by flash chromatography (SiO2, 5% MeOH/DCM)

출처 및 근거

ORD 기록
ord-b34f77d62bfc48b7936fccf1afae8378
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531565B2

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