1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86721270, compound

Participants

Reaction Steps

A solution of the compound (122 mg, 0.402 mmol) obtained in step 8, WSC (116 mg, 0.603 mmol), HOBt (92.0 mg, 0.603 mmol), TEA (0.112 mL, 0.804 mmol) and 2-(tetrahydro-2H-pyran-4-yl)ethanamine (56.0 mg, 0.483 mmol) in DMF (1.6 mL) was stirred at 100° C. for 1 hr. The reaction mixture was cooled, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate (3×10 mL). The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 0→10% methanol/ethyl acetate) to give 2-{2-[5-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,3-thiazol-4-yl}-N-(tetrahydro-2H-pyran-4-ylmethyl)acetamide (117 mg, 73%) as a yellow powder.

Provenance & Evidence