Hydrochloric Acid → 5-(2-Hydroxy-ethyl)-benzofuran-2-carboxylic acid (2-amino-phenyl)-amide

HRID 1271875ノート

反応式

HRID 1271875 の反応式
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[O:18][C:19]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][OH:28])=[CH:22][C:20]=2[CH:21]=1)=[O:16])(C)(C)C.Cl>C1COCC1.O1CCOCC1>[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[O:18][C:19]2[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][OH:28])=[CH:22][C:20]=2[CH:21]=1)=[O:16]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 69487867(2-{[5-(2-Hydroxy-ethyl)-benzofuran-2-carbonyl]-amino}-phenyl)-carbamic acid tert-butyl ester

生成物 1

HCID 104472675-(2-Hydroxy-ethyl)-benzofuran-2-carboxylic acid (2-amino-phenyl)-amide収率 80.4%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
55 °C

実験手順

To a solution of 75 mg (0.189 mmol) (2-{[5-(2-Hydroxy-ethyl)-benzofuran-2-carbonyl]-amino}-phenyl)-carbamic acid tert-butyl ester (58) in 3 ml THF were added 1892 μl of 4M solution of HCl in dioxane. The reaction was stirred at 55° C. for 2 h. The solvent was evaporated, ethylacetate was added and the organic phase was washed with saturated aqueous sodium bicarbonate solution and brine and dried over Na2SO4. The solvent was removed to give 45 mg (0.152 mmol) 5-(2-Hydroxy-ethyl)-benzofuran-2-carboxylic acid (2-amino-phenyl)-amide (55); exact MW calc'd [M+H]: 297.12; MW found [M+H]: 297.1.

後処理

  1. customThe solvent was evaporated
  2. additionethylacetate was added
  3. washthe organic phase was washed with saturated aqueous sodium bicarbonate solution and brine
  4. dry with materialdried over Na2SO4
  5. customThe solvent was removed

出典と根拠

ORDレコード
ord-4c544efe695b4887b089e369e3628cb6
出典データセット
uspto-grants-2007_04
特許番号
US07208491B2

反応ノート

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