1,2-Dichloroethane → HCID 67497138, compound

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Reaction Steps

A mixture of (2S)-2-amino-3-(4-fluorophenyl)-N-(4-methyl-2-(2-methylpyridin-4-yl)thiazol-5-yl)propanamide (0.0500 g, 0.13 mmol), thiazole-4-carbaldehyde (0.015 g, 0.13 mmol), reactant 3 (0.10 g, 0.47 mmol), N,N-dimethylformamide (0.50 ml, 0.13 mmol) and 1,2-dichloroethane (1.50 ml, 0.13 mmol) was allowed to stir at rt overnight. The mixture was directly subjected to HPLC purification to give 35.6 mg of (2S)-3-(4-Fluorophenyl)-N-(4-methyl-2-(2-methylpyridin-4-yl)thiazol-5-yl)-2-(thiazol-4-ylmethylamino)propanamide 22. 400 MHz 1H NMR (CD3OD) δ: 9.12 (d, 1H), 8.64 (d, J=4.0 Hz, 1H), 8.28 (d, 1H), 8.22 (dd, J=8.0, 4.0 Hz, 1H), 7.82 (d, 1H), 7.26 (dd, 1H), 7.06 (dd, J=8.0, 8.0 Hz, 2H), 4.56 (dd, J=12.0, 8.0 Hz, 1H), 3.50 (dd, J=16.0, 8.0 Hz, 1H), 3.23 (dd, J=12.0, 8.0 Hz, 1H), 2.80 (s, 3H), 2.31 (s, 3H). LCMS (ES+) m/z 468.

Provenance & Evidence