Hydrochloric Acid → 6-[2-(piperazin-1-yl)ethyl]-3,4-dihydro-1H-isochromen-1-one hydrochloride

HRID 2173137Notes

Reaction equation

HRID 2173137 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[C:22](=[O:26])[O:21][CH2:20][CH2:19]3)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:27]>O1CCOCC1>[ClH:27].[N:11]1([CH2:14][CH2:15][C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[C:22](=[O:26])[O:21][CH2:20][CH2:19]3)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89545536tert-butyl-4-[2-(1-oxo-3,4-dihydro-1H-isochromen-6-yl)ethyl]piperazine-1-carboxylate

Product 1

HCID 675181076-[2-(piperazin-1-yl)ethyl]-3,4-dihydro-1H-isochromen-1-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl-4-[2-(1-oxo-3,4-dihydro-1H-isochromen-6-yl)ethyl]piperazine-1-carboxylate (2.24 g, 6.21 mmol) was treated with 4 M HCl in dioxane (Aldrich, 90 mL) and the resulting mixture was stirred at room temperature for 40 minutes. The reaction mixture was then concentrated to afford the title compound. LCMS: m/z 261 (M+1)+.

Workup

  1. concentrationThe reaction mixture was then concentrated

Sources & evidence

ORD record
ord-c264d900b3264cb782b244b25f6ce038
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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