Hydrochloric Acid → HCID 68153218, compound

HRID 1405348Notes

Reaction equation

HRID 1405348 reaction equation
[ClH:1].[CH3:2][N:3]1[C:17]2([CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]2)[C:7]2=[CH:8][CH:9]=[C:10]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[N:6]2[CH2:5][CH2:4]1>C(Cl)Cl>[ClH:1].[ClH:1].[F:15][C:12]([F:13])([F:14])[C:11]([C:10]1[N:6]2[CH2:5][CH2:4][N:3]([CH3:2])[C:17]3([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[C:7]2=[CH:8][CH:9]=1)=[O:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68153600HCID 68153600, compound

Product 1

HCID 68153218HCID 68153218, compoundYield 104.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hydrogen chloride (6.01 mL of 4 M, 24.07 mmol) was added to a solution of tert-butyl 2-methyl-6-(2,2,2-trifluoroacetyl)spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]1′-carboxylate (1.38 g, 3.44 mmol) in CH2Cl2 (9.7 mL) at room temperature. The mixture was stirred at room temperature for 1.5 h. The reaction mixture was concentrated under reduced pressure to give 2,2,2-trifluoro-1-(2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-6-yl)ethanone dihydrochloride (1.34 g, 99%) as a tan solid. ESI-MS m/z calc. 301.1, found 302.5 (M+1)+; Retention time: 1.02 minutes.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-52d6b25d415d4101a95a1e1fb4ac6346
Source dataset
uspto-grants-2014_12
Patent number
US08916565B2

Reaction notes

Loading…