Hydrochloric Acid → 2-Methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]

HRID 1405366노트

반응식

HRID 1405366 반응식
[CH3:1][N:2]1[C:18]2([CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]2)[C:6]2=[CH:7][C:8]([C:14]([F:17])([F:16])[F:15])=[C:9]([C:10]([F:13])([F:12])[F:11])[N:5]2[CH2:4][CH2:3]1.Cl>C(Cl)Cl>[CH3:1][N:2]1[C:18]2([CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[C:6]2=[CH:7][C:8]([C:14]([F:15])([F:16])[F:17])=[C:9]([C:10]([F:12])([F:11])[F:13])[N:5]2[CH2:4][CH2:3]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 86668522Tert-butyl 2-methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-carboxylate

생성물 1

HCID 866685232-Methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]수율 2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 2-methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (from step 1) was taken up in CH2Cl2 (2 mL) and HCl (1.7 mL of 4 M, 6.8 mmol) was added. The mixture was allowed to stir for 30 min before it was concentrated under reduced pressure. The residue was taken up in ethyl acetate and was washed with sat. aq. NaHCO3, then brine. The organic layer was dried over sodium sulfate, filtered and concentrated to give 2-methyl-6,7-bis(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine] (22 mg, 2% over 2 steps). ESI-MS m/z calc. 341.1, found 342.3 (M+1)+; Retention time: 1.29 minutes.

후처리

  1. concentrationwas concentrated under reduced pressure
  2. washwas washed with sat. aq. NaHCO3
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d4e71b4771dd402d8749bac0aa421aa2
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08916565B2

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