Hydrochloric Acid → 7,7-Dimethyl-5-(piperidin-4-YL)-5H-pyrrolo[2,3-B]pyrazin-6(7H)-one hydrochloride

HRID 707280Notes

Reaction equation

HRID 707280 reaction equation
[CH3:1][C:2]1([CH3:25])[C:10]2[C:5](=[N:6][CH:7]=[CH:8][N:9]=2)[N:4]([CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[C:3]1=[O:24].[ClH:26]>CCOC(C)=O>[ClH:26].[CH3:1][C:2]1([CH3:25])[C:10]2[C:5](=[N:6][CH:7]=[CH:8][N:9]=2)[N:4]([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[C:3]1=[O:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86694147Tert-butyl 4-(7,7-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-B]pyrazin-5-YL)piperidine-1-carboxylate

Product 1

HCID 866941487,7-Dimethyl-5-(piperidin-4-YL)-5H-pyrrolo[2,3-B]pyrazin-6(7H)-one hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred cooled (0° C.) solution of tert-butyl 4-(7,7-dimethyl-6-oxo-6,7-dihydro-5H-pyrrolo[2,3-b]pyrazin-5-yl)piperidine-1-carboxylate (0.700 g, 2.021 mmol) in EtOAc (15 mL) was added hydrogen chloride (2.53 ml, 10.10 mmol). The mixture was then stirred at room temperature over the weekend, concentrated to dryness and used in the next step (570 mg, 100%). MS (M+1): 283.1

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-49b146aac56241e1abcd46819957647c
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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