Hydrochloric Acid → 1-(2-Methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl)ethanone dihydro chloride

HRID 1405352Notes

Reaction equation

HRID 1405352 reaction equation
[C:1]([C:4]1[N:8]2[CH2:9][CH2:10][N:11]([CH3:25])[C:12]3([CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]3)[C:7]2=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[ClH:26].O1CCOCC1>C(Cl)Cl>[ClH:26].[ClH:26].[CH3:25][N:11]1[C:12]2([CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:7]2=[CH:6][CH:5]=[C:4]([C:1](=[O:3])[CH3:2])[N:8]2[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68153308Tert-butyl 6-acetyl-2-methyl-spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-1'-carboxylate

Product 1

HCID 681536541-(2-Methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4'-piperidine]-6-yl)ethanone dihydro chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 6-acetyl-2-methyl-Spiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-1′-carboxylate (300 mg, 0.86 mmol) and methylene chloride (1.7 mL) was added hydrogen chloride in dioxane (1.60 mL of 4 M, 6.40 mmol) The reaction was stirred at room temperature for 0.5 hours. The solvent was evaporated under reduced pressure to yield 1-(2-methylspiro[3,4-dihydropyrrolo[1,2-a]pyrazine-1,4′-piperidine]-6-yl)ethanone dihydrochloride as a light green solid in quantitative yield. ESI-MS m/z calc. 247.2, found 248.2 (M+1)+; Retention time: 0.17 minutes (3 minute run).

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e3f6b6df3c694b91bcfbea86d2070f82
Source dataset
uspto-grants-2014_12
Patent number
US08916565B2

Reaction notes

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