Hydrochloric Acid → 6'-chloro-2'-methyl-3',4'-dihydro-2'H-spiro[piperidine-4,1'-pyrrolo[1,2-a]pyrazine]dihydrochloride

HRID 1405356Notes

Reaction equation

[ClH:1].[Cl:2][C:3]1[N:7]2[CH2:8][CH2:9][N:10]([CH3:24])[C:11]3([CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[C:6]2=[CH:5][CH:4]=1>ClCCl>[ClH:2].[ClH:1].[Cl:2][C:3]1[N:7]2[CH2:8][CH2:9][N:10]([CH3:24])[C:11]3([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)[C:6]2=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 40 °C

Procedure

HCl (1.84 mL of 4 M in dioxanes, 7.34 mmol) was added to a solution of tert-butyl 6-chloro-2-methyl-spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (624 mg, 1.84 mmol) in dichloromethane (2 mL) and was stirred at 40° C. for 1 hour. The reaction was evaporated to dryness to yield 6′-chloro-2′-methyl-3′,4′-dihydro-2′H-spiro[piperidine-4,1′-pyrrolo[1,2-a]pyrazine]dihydrochloride (quantitative) that was used without further purification. ESI-MS m/z calc. 239.1, found 240.3 (M+1)+; Retention time: 0.22 minutes (3 min run).

Workup

customThe reaction was evaporated to dryness

Sources & evidence

ORD record: ord-f8e3bba029d245748806b2da8e3b23cb
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916565B2

Reaction notes

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