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

HRID 1271875노트

반응식

HRID 1271875 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 312751,4-Dioxane용매

반응 조건

온도
55 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4c544efe695b4887b089e369e3628cb6
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208491B2

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