Hydrochloric Acid → 5-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)-3-fluoropyridine-2-carboxylic acid

HRID 1026220ノート

反応式

HRID 1026220 の反応式
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:24])[CH2:10][O:11][C:12]1[CH:13]=[C:14]([F:23])[C:15]([C:18]([O:20]CC)=[O:19])=[N:16][CH:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1COCC1.[OH-].[Li+].Cl>C(O)C>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:24])[CH2:10][O:11][C:12]1[CH:13]=[C:14]([F:23])[C:15]([C:18]([OH:20])=[O:19])=[N:16][CH:17]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 67778422ethyl 5-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)-3-fluoropyridine-2-carboxylate

生成物 1

HCID 677781795-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)-3-fluoropyridine-2-carboxylic acid収率 96.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
0 °C

実験手順

A mixture of ethyl 5-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)-3-fluoropyridine-2-carboxylate (402 mg), THF (4 mL), ethanol (4 mL) and 1M aqueous lithium hydroxide solution (4 mL) was stirred at 0° C. for 3 hr. The reaction mixture was neutralized with 1M hydrochloric acid at 0° C., and extracted with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (357 mg).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-fbf70f2a11c84b3daf13db9e5358e92e
出典データセット
uspto-grants-2014_05
特許番号
US08729102B2

反応ノート

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