Hydrochloric Acid → (S)-1-(6-Fluoro-1-phenyl-1H-benzo[D]imidazol-2-YL)ethanamine

HRID 2036568노트

반응식

HRID 2036568 반응식
Cl.[F:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([C@@H:11]([NH:13]C(=O)OC(C)(C)C)[CH3:12])[N:8]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:7]=2[CH:27]=1>O1CCOCC1.C(Cl)Cl>[F:2][C:3]1[CH:4]=[CH:5][C:6]2[N:10]=[C:9]([C@@H:11]([NH2:13])[CH3:12])[N:8]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:7]=2[CH:27]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 58459376(S)-tert-butyl 1-(6-fluoro-1-phenyl-1H-benzo[d]imidazol-2-yl)ethylcarbamate

생성물 1

HCID 58459302(S)-1-(6-Fluoro-1-phenyl-1H-benzo[D]imidazol-2-YL)ethanamine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

4.0 M HCl in 1,4-dioxane (1.0 mL) was added to a solution of (S)-tert-butyl 1-(6-fluoro-1-phenyl-1H-benzo[d]imidazol-2-yl)ethylcarbamate (12 mg, 0.034 mmol) in DCM (1 mL). After ˜2 h the reaction mixture was concentrated under reduced pressure to dryness. The resulting solid was partitioned between DCM and satd. aq. NaHCO3 solution. The aq. layer was extracted with DCM. The organic layers were combined, dried with Na2SO4, filtered and concentrated under reduced pressure to give (S)-1-(6-fluoro-1-phenyl-1H-benzo[d]imidazol-2-yl)ethanamine: LC-MS (ESI) m/z 256.1 [M+H]+. The product was carried on crude without purification.

후처리

  1. concentrationAfter ˜2 h the reaction mixture was concentrated under reduced pressure to dryness
  2. customThe resulting solid was partitioned between DCM
  3. extractionThe aq. layer was extracted with DCM
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0a9e4fe7dfe04d6eb8f4a69efee50e93
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575183B2

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