Hydrochloric Acid → HCID 57786214, 화합물

HRID 1629008노트

반응식

HRID 1629008 반응식
C(OC(=O)[NH:7][CH2:8][CH2:9][N:10]1[C:14]2[C:15]([N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]=[C:11]1[C:24]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:27]=1[Cl:33])=O)(C)(C)C.Cl>CO.C(=O)([O-])O.[Na+]>[Cl:33][C:27]1[CH:28]=[C:29]([Cl:32])[CH:30]=[CH:31][C:26]=1[C:24]1[C:11]2=[N:12][C:13]3[C:14](=[C:15]([N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[CH:16]=[CH:17][CH:18]=3)[N:10]2[CH2:9][CH2:8][N:7]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 86632923HCID 86632923, 화합물

생성물 1

HCID 57786214HCID 57786214, 화합물수율 85.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 516892Sodium Bicarbonate용매

반응 조건

온도
50 °C

실험 절차

A mixture of tert-butyl(2-{2-[(2,4-dichlorophenyl)carbonyl]-7-(diethylamino)-1H-benzimidazol-1-yl}ethyl)carbamate (Reference example 224, 395 mg, 0.781 mmol) and hydrochloric acid (10%, methanol solution, 2 mL) in methanol (2 mL) was stirred at room temperature for 14 h and at 50° C. for 2 h. The mixture was diluted with aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with a 10-30% ethyl acetate/n-hexane gradient mixture to give a yellow amorphous solid (258 mg, 0.666 mmol, 85%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by column chromatography on silica gel eluting with a 10-30% ethyl acetate/n-hexane gradient mixture

출처 및 근거

ORD 기록
ord-2efa972ae30248beb6dbda318102215b
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785460B2

반응 노트

불러오는 중…