Ammonia methanol → 8-Chloro-1-oxo-1,2-dihydroisoquinoline-3-carboxamide

HRID 1476824Notes

Reaction equation

HRID 1476824 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:12])[NH:9][C:8]([C:13]([O:15]CC)=O)=[CH:7]2.[NH3:18].CO>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:12])[NH:9][C:8]([C:13]([NH2:18])=[O:15])=[CH:7]2

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 90386899Ethyl 8-chloro-1-oxo-1,2-dihydroisoquinoline-3-carboxylate

Product 1

HCID 903869708-Chloro-1-oxo-1,2-dihydroisoquinoline-3-carboxamide

Procedure

To a vessel containing NH3/MeOH (10 mL) was added ethyl 8-chloro-1-oxo-1,2-dihydroisoquinoline-3-carboxylate (500 mg, 1.99 mmol). The vessel was sealed and the resulting solution was stirred at RT for 1 hour. The reaction mixture was subsequently concentrated in vacuo to give the title compound, which was used without further purification (0.5 g, 98%). ESI-MS m/z [M+H]+ 223.1.

Workup

  1. customThe vessel was sealed
  2. concentrationThe reaction mixture was subsequently concentrated in vacuo

Sources & evidence

ORD record
ord-5fd34d1d9f82491cb685b42913118ac3
Source dataset
uspto-grants-2016_08
Patent number
US09402841B2

Reaction notes

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