Ammonia → 2-(5-Dimethylaminomethyl-benzofuran-3-yl)-acetamide

HRID 402906Notes

Reaction equation

HRID 402906 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[C:9]2[CH:10]=[C:11]([CH2:14][N:15]([CH3:17])[CH3:16])[CH:12]=[CH:13][C:8]=2[O:7][CH:6]=1.[NH3:19]>CO>[CH3:16][N:15]([CH2:14][C:11]1[CH:12]=[CH:13][C:8]2[O:7][CH:6]=[C:5]([CH2:4][C:3]([NH2:19])=[O:2])[C:9]=2[CH:10]=1)[CH3:17]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 59192009HCID 59192009, compound

Product 1

HCID 591920342-(5-Dimethylaminomethyl-benzofuran-3-yl)-acetamideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A solution of (5-dimethylaminomethyl-benzofuran-3-yl)-acetic acid methyl ester (170 mg, 0.69 mmol) in a mixture of methanol (15 mL) and liquid ammonia (15 mL) is stirred for 2 days in an autoclave at 60° C. After careful evaporation of the ammonia, the remaining solvent is evaporated in vacuo to afford the title compound as a yellow oil (160 mg, 0.69 mmol, 100%). MS (ES+): 233 (M(C13H16N2O2)+H)+.

Workup

  1. customAfter careful evaporation of the ammonia
  2. customthe remaining solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-39c2d0cca5b24540980e1dce9e608ac7
Source dataset
uspto-grants-2014_06
Patent number
US08742132B2

Reaction notes

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