(2-METHYL-1,3-THIAZOL-5-YL)METHYLAMINE synthesis

5synthesis methods

Product Name:(2-METHYL-1,3-THIAZOL-5-YL)METHYLAMINE
CAS Number:63139-97-9
Molecular formula:C5H8N2S
Molecular Weight:128.2

2-[(2-Methyl-5-thiazolyl)methyl]-1H-isoindole-1,3(2H)-dione

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Yield: 61%

Reaction Conditions:

Stage #1:2-(2-methylthiazol-5-ylmethyl)isoindole-1,3-dione with hydrogenchloride;dibenzoyl peroxide in water for 7.5 h;Heating / reflux;
Stage #2: with sodium hydroxide in water

Steps:

15.1.C C. C- (2-METHYLTHIAZOL-5-YL) METHVLAMINE
Suspend 2- (2-METHYLTHIAZOL-5-YLMETHYL) ISOINDOLE-1, 3-dione (210 MG, D. 814 mmol) in 6N HCl (8 mL) and heat at reflux for 2.5 hours. Cool to room temperature and stir for an additional 5 hours. Basify the mixture with 2 N sodium hydroxide, extract with methylene chloride (3 x 50 mL), dry (sodium sulfate), filter, and concentrate to afford 70 mg (61% yield) of the title compound as a brown OIL. H NMR (CDC13) 6 7.34 (s, 1H), 4.11 (s, 2H), 2.45 (S, 3H), 1.70 (br s, 2H).

References:

ELI LILLY AND COMPANY WO2005/9941, 2005, A1 Location in patent:Page 31-32