2-Amino-4-methylthiazole → HCID 86654696, compound

Participants

Reaction Steps

Compound 13 (0.727 g, 2.94 mmol, 1.00 eq), 4-methylthiazol-2-amine (369 mg, 3.23 mmol, 1.10 eq), 2-(1H-7-Azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (1.23 g, 3.23 mmol, 1.10 eq), and DIEA (563 μL, 3.23 mmol, 1.10 eq) were dissolved in CH2Cl2 (15 mL) and DMF (3 mL) and stirred rt for 48 h. The reaction was diluted with CH2Cl2 and washed with water (1×). The organics were dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 587 mg (58%) of the title compound as a pale yellow solid: 1H NMR (400 MHz, CDCl3) δ 8.88 (s, 1H), 8.68 (s, 2H), 7.58 (m, 1H), 7.45 (m, 1H), 7.18 (m, 1H), 6.81 (s, 1H), 3.39 (s, 3H), 2.28 (s, 3H); [M+1]+: 344.1.

Provenance & Evidence