反应详情

8-tert-butyl 2-methyl 10-[benzyl(methyl)amino]-3-hydroxy-4-oxo-6,7,9,10-tetrahydropyrimido[1,2-d][1,4]diazepine-2,8(4H)-dicarboxylate (prepared as described in Example 11, Step 1-4) was taken in CH2Cl2/TFA (8/2 v/v) and stirred at room temperature for 1 hour. Volatiles were evaporated and residue was triturated with diethyl ether. MS (ES) C18H22N4O4 requires 358. Found: 359 (M+H+). The crude organic product was dissolved in MeOH and treated with acetaldehyde (3 eq.) and triethylamine (3 eq.). Acetic acid was added until pH=5.5, followed by NaCNBH3 (2 eq.), and resulting mixture was stirred overnight at room temperature. The reaction mixture was concentrated to a residue which was purified on Cation Exchange Resin (Varian Mega Bond Elute SCX). After washing with MeOH, the product was collected eluting with 2N NH3 solution in MeOH. The fractions containing the desired material were concentrated under reduced pressure to yield the title compound as brown oil. MS (ES) C20H26N4O4 requires 386. Found: 387 (N+H+).

1. customVolatiles were evaporated
2. customresidue was triturated with diethyl ether
3. dissolutionThe crude organic product was dissolved in MeOH
4. customresulting mixture
5. stirringwas stirred overnight at room temperature
6. concentrationThe reaction mixture was concentrated to a residue which
7. customwas purified on Cation Exchange Resin (Varian Mega Bond Elute SCX)
8. washAfter washing with MeOH
9. customthe product was collected
10. washeluting with 2N NH3 solution in MeOH
11. additionThe fractions containing the desired material
12. concentrationwere concentrated under reduced pressure