反应详情

温度

120 °C

D7 (200 mg) and Cs2O3 (336 mg) were placed in a microwave vial, treated with DMF (2.8 ml) and ethyl 3-bromopropionate (99 ul) and sonicated for 10 minutes. The mixture was then heated to 120° C. in a microwave reactor for 25 mins. The reaction mixture was then evaporated, re-dissolved in MeOH (10 ml) and treated with 2 M aq. NaOH (10 ml). This mixture was sonicated briefly and then heated to 50° C. overnight. The reaction mixture was then evaporated, diluted with H2O (70 ml) and extracted with EtOAc, adding NaCl and acetone to improve the extraction. The organic extracts were evaporated to give the crude product which was acidified with HCl to give the free-acid. This was insufficiently soluble for purification by chromatography and so was triturated with MeOH, treated with 2M aq. NaOH (1.5 eq.), evaporated, dissolved in EtOAc, filtered and evaporated to give the title compound (56 mg) as a brown solid. δH (methanol-d4, 400 MHz): 1.42 (6H, d), 2.66 (2H, t), 4.47 (2H, t), 4.82 (1H, m), 7.29 (1H, d), 7.44 (1H, s), 7.65 (1H, d), 7.98 (1H, d), 8.12 (1H, d), 8.20 (1H, s), 8.30 (1H, s). MS (ES): C22H1935Cl2N3O4 requires 459; found 460 (MH+).

1. customsonicated for 10 minutes
2. customThe reaction mixture was then evaporated
3. dissolutionre-dissolved in MeOH (10 ml)
4. additiontreated with 2 M aq. NaOH (10 ml)
5. customThis mixture was sonicated briefly
6. temperatureheated to 50° C. overnight
7. customThe reaction mixture was then evaporated
8. additiondiluted with H2O (70 ml)
9. extractionextracted with EtOAc
10. additionadding NaCl and acetone
11. extractionthe extraction
12. customThe organic extracts were evaporated
13. customto give the crude product which
14. customto give the free-acid
15. customThis was insufficiently soluble for purification by chromatography
16. customso was triturated with MeOH
17. customevaporated
18. dissolutiondissolved in EtOAc
19. filtrationfiltered
20. customevaporated