Ammonia → 2-(6-Chloro-3-dimethylaminomethyl-isoquinolin-5-yl)-acetamide

HRID 505212Notes

Reaction equation

C[O:2][C:3](=O)[CH2:4][C:5]1[C:14]([Cl:15])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[C:8]([CH2:16][N:17]([CH3:19])[CH3:18])[N:9]=[CH:10]2.[NH3:21]>CO>[Cl:15][C:14]1[C:5]([CH2:4][C:3]([NH2:21])=[O:2])=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[N:9][C:8]([CH2:16][N:17]([CH3:19])[CH3:18])=[CH:7]2

Participants

Conditions

Temperature: 70 °C

Procedure

A solution of (6-chloro-3-dimethylaminomethyl-isoquinolin-5-yl)-acetic acid methyl ester (515 mg, 1.76 mmol) in a mixture of methanol (10 mL) and liquid ammonia (10 mL) was stirred for 16 h in an autoclave at 70° C. After careful evaporation of the ammonia, the remaining solvent was evaporated in vacuo to afford the title compound as a brown solid (410 mg, 1.48 mmol, 84%). MS (ES+): 278 (M(C14H1635ClN3O)+H)+.

Workup

customAfter careful evaporation of the ammonia
customthe remaining solvent was evaporated in vacuo

Sources & evidence

ORD record: ord-30f19b2440414ae9a8bc245fb9daf70d
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781438B2

Reaction notes

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