1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86714624, compound

Participants

Reaction Steps

2-(2-Hydroxypropan-2-yl)oxazole-4-carboxylic acid (0.514 mmol, 0.088 g) was dissolved in DMF (10 ml) under nitrogen atmosphere. EDCI (0.514 mmol, 0.098 g), DIPEA (0.856 mmol, 0.111 g) and HOBt (0.214 mmol, 0.029 g) were added and the resulting mixture was stirred for 20 min at RT. (S)-4-(1-(2-amino-propyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile (0.428 mmol, 0.127 g) dissolved in DMF (5 ml) was added and the resulting mixture was stirred at RT for 3 days. The mixture was diluted with water and EtOAc, washed with 2 M Na2CO3, water and brine. The combined organics were dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.059 g of the title compound was obtained. 1H-NMR (400 MHz, MeOH-d4): δ 1.26 (d, 3H), 1.61 (s, 6H), 4.34-4.46 (m, 2H), 4.54-4.63 (m, 1H), 6.78-6.82 (m, 1H), 7.76 (d, 1H), 7.87-7.93 (m, 1H), 8.24 (s, 1H).

Provenance & Evidence