Hydrochloric Acid → 3-(2-Oxopiperazin-1-yl)isoquinoline-7-carbonitrile hydrochloride

HRID 1465744Notes

Reaction equation

HRID 1465744 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([N:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][C:14]3=[O:26])[N:9]=[CH:10]2)=[CH:5][CH:4]=1)#[N:2].[ClH:27]>O1CCOCC1>[ClH:27].[O:26]=[C:14]1[CH2:15][NH:16][CH2:17][CH2:18][N:13]1[C:8]1[N:9]=[CH:10][C:11]2[C:6]([CH:7]=1)=[CH:5][CH:4]=[C:3]([C:1]#[N:2])[CH:12]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89525285Tert-butyl 4-(7-cyanoisoquinolin-3-yl)-3-oxopiperazine-1-carboxylate

Product 1

HCID 895251093-(2-Oxopiperazin-1-yl)isoquinoline-7-carbonitrile hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product of Step B was further treated with 4N HCl in dioxane, and removal of solvent furnished 3-(2-oxopiperazin-1-yl)isoquinoline-7-carbonitrile hydrochloride. The HCl salt was washed with aqueous sodium carbonate, and back extracted with CHCl3-IPA (3:1) to furnish the title compound.

Sources & evidence

ORD record
ord-11fd0351b9cd4a05be8a5f8fee0e2a54
Source dataset
uspto-grants-2015_04
Patent number
US08999991B2

Reaction notes

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