Hydrochloric Acid → Duloxetine Hydrochloride

HRID 1694626

반응식

HRID 1694626 반응식
[CH3:1][NH:2][CH2:3][CH2:4][C@H:5]([O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[C:6]1[S:10][CH:9]=[CH:8][CH:7]=1.[ClH:22]>CC(C)=O.C(OCC)C>[CH3:1][NH:2][CH2:3][CH2:4][C@H:5]([O:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=12)[C:6]1[S:10][CH:9]=[CH:8][CH:7]=1.[ClH:22]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 60835Duloxetine

생성물 1

HCID 60834Duloxetine Hydrochloride수율 86%

시약·촉매·용매 2

HCID 180Acetone용매HCID 3283Diethyl Ether용매

실험 절차

Duloxetine base (99% ee, 0.5 g, 1.68 mmoles) was dissolved in acetone (5 mL) and stirred with cooling in an ice-water bath. Hydrochloric acid in diethyl ether (2M, 0.8 mL) was added, and a precipitate formed within 2 minutes. The mixture was stirred at ambient temperature 16 hours, filtered and the collected solid washed with acetone (0.5 mL). The white solid was then dried under vacuum at ambient temperature to yield duloxetine hydrochloride (0.485 g, 1.45 mmoles, yield: 86%; Chiral HPLC: 99.5% ee).

후처리

  1. temperaturewith cooling in an ice-water bath
  2. customa precipitate formed within 2 minutes
  3. stirringThe mixture was stirred at ambient temperature 16 hours
  4. filtrationfiltered
  5. washthe collected solid washed with acetone (0.5 mL)
  6. customThe white solid was then dried under vacuum at ambient temperature

출처 및 근거

ORD 기록
ord-503f92caa39a48a5874a234db96d37b6
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158808B2

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