反应详情

To a solution of 2,4-dimethyl-3-[[2-methyl-5-(4-oxo-1-piperidyl)-benzoyl]amino]benzoic acid (51 mg, 134.05 μmoles) in methanol (1.34 ml) is added sodium tetrahydroborate (10.14 mg, 268.11 μmoles) and the mixture is stirred at ambient temperature. After 1 hour, the mixture is quenched and adjusted to pH7 with saturated solution of NH4Cl and extracted twice with CHCl3 (3 ml):IPA (1 ml). The combined organic layers are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The solid is re-dissolved in 3:1 CHCl3:IPA and diluted with HCl to pH2 and extracted with 3:1 CHCl3:IPA. The combined organic layers are dried over sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue is taken up in MeOH and filtered through cotton plug. The filtrate is concentrated under reduced pressure followed by dissolution in H2O and lyophilized for 12 hours to afford the title compound as an off-white powder (0.04 g, 81.9%). Mass spectrum (m/z): 383.2 (M+1).

1. customthe mixture is quenched
2. extractionextracted twice with CHCl3 (3 ml)
3. dry with materialThe combined organic layers are dried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. dissolutionThe solid is re-dissolved in 3:1 CHCl3
7. additionIPA and diluted with HCl to pH2
8. extractionextracted with 3:1 CHCl3
9. dry with materialThe combined organic layers are dried over sodium sulfate
10. filtrationfiltered
11. concentrationconcentrated under reduced pressure
12. filtrationfiltered through cotton plug
13. concentrationThe filtrate is concentrated under reduced pressure
14. dissolutionfollowed by dissolution in H2O
15. waitlyophilized for 12 hours