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

HRID 491762ノート

反応式

HRID 491762 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
55 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-b34f77d62bfc48b7936fccf1afae8378
出典データセット
uspto-grants-2009_05
特許番号
US07531565B2

反応ノート

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