反应详情

温度

80 °C

7-Morpholinopyrazolo[1,5-a]pyrimidin-5-amine (9A, 110 mg, 0.50 mmol) and 4-(1-(methoxycarbonyl)cyclopropyl)benzoic acid (110 mg, 0.50 mmol) were mixed in pyridine (3 ml). TBTU (160 mg, 0.50 mmol) was then added and the mixture was heated to 80° C. for 15 hours. After cooling to room temperature, additional TBTU (53 mg, 0.17 mmol) was added before the heating continued for another 6 hours. After cooling to room temperature, the reaction mixture was quenched with water and was then concentrated to dryness in vacuo. The crude product was purified by preparatory HPLC (35-55% MeCN/H2O gradient+0.01% TFA). Lyophilization of the combined fractions gave the titled compound as a white powder (72 mg, 35% yield). 1H NMR (400 MHz, DMSO-d6) δ=11.00 (s, 1 H), 8.10 (d, J=2.3 Hz, 1 H), 7.99 (d, J=8.3 Hz, 2 H), 7.49 (d, J=8.3 Hz, 2 H), 7.41 (s, 1 H), 6.38 (d, J=2.3 Hz, 1 H), 3.88-3.82 (m, 4 H), 3.78-3.70 (m, 4 H), 3.57 (s, 3 H), 1.56-1.50 (m, 2 H), 1.30-1.24 (m, 2 H); ESI-MS: m/z 422.4 (M+H)+.

1. temperatureAfter cooling to room temperature
2. temperatureAfter cooling to room temperature
3. customthe reaction mixture was quenched with water
4. concentrationwas then concentrated to dryness in vacuo
5. customThe crude product was purified by preparatory HPLC (35-55% MeCN/H2O gradient+0.01% TFA)