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

HRID 1405366ノート

反応式

HRID 1405366 の反応式
[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

参加物

4

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d4e71b4771dd402d8749bac0aa421aa2
出典データセット
uspto-grants-2014_12
特許番号
US08916565B2

反応ノート

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