Ammonium Chloride → 1-Allyl-4-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyrrole-2-carboxylic acid

HRID 244437ノート

反応式

HRID 244437 の反応式
C([O:3][C:4]([C:6]1[N:7]([CH2:33][CH:34]=[CH2:35])[CH:8]=[C:9]([C:11]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[N:21]=[CH:20]3)([OH:16])[C:12]([F:15])([F:14])[F:13])[CH:10]=1)=[O:5])C.[Cl-].[NH4+]>CCO.[OH-].[Na+].O>[CH2:33]([N:7]1[CH:8]=[C:9]([C:11]([C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[N:21]=[CH:20]3)([OH:16])[C:12]([F:14])([F:15])[F:13])[CH:10]=[C:6]1[C:4]([OH:5])=[O:3])[CH:34]=[CH2:35]

参加物

6

反応物 2

HCID 25517Ammonium ChlorideHCID 249590981-allyl-4-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyrrole-2-carboxylic acid ethyl ester

生成物 1

HCID 249590961-Allyl-4-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyrrole-2-carboxylic acid収率 96%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A mixture of 1-allyl-4-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyrrole-2-carboxylic acid ethyl ester (728 mg, 1.5 mmol) in 5 mL of EtOH and 30 mL of 3 M NaOH was stirred at room temperature. After 18 hours, the mixture was neutralized with saturated aqueous ammonium chloride, diluted with water, and extracted with EtOAc. The combined organic layers were dried, filtered, and concentrated in vacuo to provide 660 mg (96%) of the title compound as a beige solid. MS m/z 460.25 (MH+).

後処理

  1. extractionextracted with EtOAc
  2. customThe combined organic layers were dried
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1fc37001d39c4a379ac92f4ff87c4e1f
出典データセット
uspto-grants-2014_02
特許番号
US08658637B2

反応ノート

読み込み中…