Hydrochloric Acid → (R)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethanamine

HRID 1365517노트

반응식

HRID 1365517 반응식
[F:1][C:2]1[CH:3]=[C:4]([C@:15]([NH:30][S@@](C(C)(C)C)=O)([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:5]=[C:6]([O:8][C:9]([F:14])([F:13])[CH:10]([F:12])[F:11])[CH:7]=1.Cl>CO.O1CCOCC1>[F:1][C:2]1[CH:3]=[C:4]([C@@:15]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)([NH2:30])[CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:5]=[C:6]([O:8][C:9]([F:14])([F:13])[CH:10]([F:12])[F:11])[CH:7]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 59458565(R)-N-((R)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide

생성물 1

HCID 59458485(R)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethanamine수율 92%

시약·촉매·용매 2

HCID 887Methanol용매HCID 312751,4-Dioxane용매

실험 절차

To a solution of (R)—N—((R)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)-2-methylpropane-2-sulfinamide (38 mg, 0.081 mmol) in methanol (0.2 mL) was added 4N HCl in dioxane (0.2 mL). The resulting reaction was stirred at room temperature for 5 minutes and the solvent was evaporated under reduced pressure. The crude product was diluted in EtOAc and washed with sat'd. NaHCO3 and dried over Na2SO4. The EtOAc was evaporated under reduced pressure and pumped to dryness to afford (R)-1-(3-fluoro-5-(1,1,2,2-tetrafluoroethoxy)phenyl)-1-(4-fluorophenyl)-2-phenylethanamine (26 mg, 92% yield) as a colorless oil. LC-MS (ESI) 345.17 (M+H−17), 362.19 (M+H), retention time=3.26 minutes (0-100% MeOH/H2O/0.1% TFA, 4 min run).

후처리

  1. customThe resulting reaction
  2. customthe solvent was evaporated under reduced pressure
  3. additionThe crude product was diluted in EtOAc
  4. washwashed with sat'd
  5. dry with materialNaHCO3 and dried over Na2SO4
  6. customThe EtOAc was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-ac1895b858e04f39b884c007607419d8
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888376B2

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