Hydrochloric Acid → HCID 68153302, compound

HRID 1405347Notes

Reaction equation

HRID 1405347 reaction equation
[CH3:1][NH:2][C:3]([N:5]1[C:17]2([CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)[C:9]2=[CH:10][CH:11]=[C:12]([C:13]([F:16])([F:15])[F:14])[N:8]2[CH2:7][CH2:6]1)=[O:4].[ClH:30].O1CCOCC1>C(#N)C>[ClH:30].[CH3:1][NH:2][C:3]([N:5]1[C:17]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[C:9]2=[CH:10][CH:11]=[C:12]([C:13]([F:15])([F:16])[F:14])[N:8]2[CH2:7][CH2:6]1)=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68153610HCID 68153610, compound

Product 1

HCID 68153302HCID 68153302, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To tert-butyl 2-(methylcarbamoyl)-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (0.66 g, 1.6 mmol) and acetonitrile (5 mL) was added a solution of HCl in dioxane (5.2 mL of 4.0 M, 21 mmol). The reaction mixture was stirred at room temperature for 60 minutes. The solvent was evaporated under reduced pressure to yield N-methyl-6-(trifluoromethyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-2-carboxamide hydrochloride as a brown solid (99%). ESI-MS m/z calc. 316.2, found 317.2 (M+1)+; Retention time: 0.77 minutes (3 min run).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-0b00c80b92a94bec952f3975e22a35c1
Source dataset
uspto-grants-2014_12
Patent number
US08916565B2

Reaction notes

Loading…