Hydrochloric Acid → 2'-Methyl-6'-(trifluoromethyl)-3',4'-dihydro-2'H-spiro[piperidine-4,1'-pyrrolo[1,2-a]pyrazine]-8'-carbonitrile dihydrochloride

HRID 1405354Notes

Reaction equation

HRID 1405354 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:25]([F:28])([F:27])[F:26])[N:6]2[CH2:23][CH2:22][N:21]([CH3:24])[C:8]3([CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]3)[C:7]=12)#[N:2].[ClH:29].O1CCOCC1>C(Cl)Cl>[ClH:29].[ClH:29].[CH3:24][N:21]1[CH2:22][CH2:23][N:6]2[C:5]([C:25]([F:28])([F:26])[F:27])=[CH:4][C:3]([C:1]#[N:2])=[C:7]2[C:8]21[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68153546Tert-butyl 8-cyano-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-carboxylate

Product 1

HCID 681535032'-Methyl-6'-(trifluoromethyl)-3',4'-dihydro-2'H-spiro[piperidine-4,1'-pyrrolo[1,2-a]pyrazine]-8'-carbonitrile dihydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 8-cyano-2-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (278.9 mg, 0.7 mmol) in DCM (4 mL) was added HCl in dioxane (2 mL of 4 M, 8.0 mmol). The mixture was stirred at room temperature for 30 min. The solvent was evaporated and the crude material was used directly in next step without further purification. ESI-MS m/z calc. 298.1, found 299.5 (M+1)+; Retention time: 0.88 minutes (3 minute run).

Workup

  1. customThe solvent was evaporated
  2. customthe crude material was used directly in next step without further purification
  3. customRetention time: 0.88 minutes (3 minute run)

Sources & evidence

ORD record
ord-23ed49d4c314443fac81a0d1155c6717
Source dataset
uspto-grants-2014_12
Patent number
US08916565B2

Reaction notes

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