Hydrochloric Acid → HCID 68153435, compound

HRID 1405349Notes

Reaction equation

HRID 1405349 reaction equation
[ClH:1].[CH3:2][C:3]([CH3:29])([CH3:28])[C:4]([C:6]1[N:10]2[CH2:11][CH2:12][N:13]([CH3:27])[C:14]3([CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)[C:9]2=[CH:8][CH:7]=1)=[O:5]>C(Cl)Cl>[ClH:1].[ClH:1].[CH3:2][C:3]([CH3:29])([CH3:28])[C:4]([C:6]1[N:10]2[CH2:11][CH2:12][N:13]([CH3:27])[C:14]3([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)[C:9]2=[CH:8][CH:7]=1)=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68153539HCID 68153539, compound

Product 1

HCID 68153435HCID 68153435, compoundYield 110.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hydrogen chloride (5.1 mL of 4 M, 20.22 mmol) was added to a solution of tert-butyl 6-(2,2-dimethylpropanoyl)-2-methyl-spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (1.75 g, 4.49 mmol) in CH2Cl2 (12.3 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-dimethyl-1-(2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-6-yl)propan-1-one dihydrochloride (1.8 g, 99%) as a tan solid. ESI-MS m/z calc. 289.2, found 290.5 (M+1)+; Retention time: 0.97 minutes.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-88aee28f181e465a822dbfc336af0083
Source dataset
uspto-grants-2014_12
Patent number
US08916565B2

Reaction notes

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