Water → 3-(4-Tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylic acid

HRID 1925728노트

반응식

HRID 1925728 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:23]3[C:18](=[N:19][CH:20]=[CH:21][CH:22]=3)[S:17][C:16]=2[C:24]([O:26]C)=[O:25])(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].O>O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:23]3[C:18](=[N:19][CH:20]=[CH:21][CH:22]=3)[S:17][C:16]=2[C:24]([OH:26])=[O:25])(=[O:12])=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 59180440Methyl 3-(4-tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylate

생성물 1

HCID 251833713-(4-Tert-butylphenylsulfonamido)thieno[2,3-b]pyridine-2-carboxylic acid수율 100.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

To a solution of 94 (0.070 g; 0.17 mmol) in tetrahydrofuran (2 mL), aqueous sodium hydroxide (2 mL; 4 mmol; 2N) and water (4 mL) were added. The reaction mixture was heated at 50° C. for 5 hours, cooled to room temperature, and then extracted with diethyl ether (2×). The ether solution was discarded. The aqueous layer was acidified with aqueous hydrochloric acid (2N) and extracted with ethyl acetate. The organic layer was separated and washed with aqueous saturated sodium chloride, dried over magnesium sulfate filtered, and evaporated under reduced pressure to yield the title compound as an off-white solid (0.067 g).

후처리

  1. temperaturecooled to room temperature
  2. extractionextracted with diethyl ether (2×)
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with aqueous saturated sodium chloride
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-835f1beef9c04b598d579f8a5cef6595
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178699B2

반응 노트

불러오는 중…