Acetyl chloride → Agomelatine

HRID 483395Notes

Reaction equation

HRID 483395 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][CH2:14][NH2:15])=[CH:5][CH:4]=1.[C:16](Cl)(=[O:18])[CH3:17]>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[CH2:13][CH2:14][NH:15][C:16](=[O:18])[CH3:17])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 110526677-Methoxy-1-naphthaleneethanamine

Product 1

HCID 82148Agomelatine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

0.01 ml of 2-(7-methoxynaphth-1-yl)ethylamine is dissolved in 6 ml of pyridine. The mixture is cooled in an ice bath with agitation, and 0.012 mol of acetyl chloride is added dropwise.

Workup

  1. additionis added dropwise

Sources & evidence

ORD record
ord-1499dc78fc0d4de7abaf31eec2bc66e3
Source dataset
uspto-grants-1993_07
Patent number
US05225442

Reaction notes

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