Hydrochloric Acid → HCID 68153454, compound

HRID 1405359Notes

Reaction equation

[ClH:1].O1CCOCC1.[C:8]([C:10]1[N:14]2[CH2:15][CH2:16][N:17]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:18]3([CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)[C:13]2=[CH:12][CH:11]=1)#[N:9]>ClCCl>[ClH:1].[C:8]([C:10]1[N:14]2[CH2:15][CH2:16][N:17]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:18]3([CH2:19][CH2:20][NH:21][CH2:22][CH2:23]3)[C:13]2=[CH:12][CH:11]=1)#[N:9]

Participants

Conditions

Temperature: 40 °C

Procedure

4 N HCl in dioxane (8.7 mL, 34.7 mmol) was added to a solution of 1-tert-butyl 2′-ethyl 6′-cyano-3′,4′-dihydro-2′H-spiro[piperidine-4,1′-pyrrolo[1,2-a]pyrazine]-1,2′-dicarboxylate (0.27 mmol) in dichloromethane (5 mL) and the mixture was stirred at 40° C. for 1 hour. The reaction mixture was evaporated to dryness to give ethyl 6′-cyano-3′,4′-dihydro-2′H-spiro[piperidine-4,1′-pyrrolo[1,2-a]pyrazine]-2′-carboxylate hydrochloride. ESI-MS m/z calc. 288.2, found 289.3 (M+1)+; Retention time: 0.75 minutes (3 minute run).

Workup

customThe reaction mixture was evaporated to dryness

Sources & evidence

ORD record: ord-49c38baed0c74b0596a3b17bf8068c87
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916565B2

Reaction notes

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