Hydrochloric Acid → Methyl 3-hydroxy-8-methyl-10-(methylamino)-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-d][1,4]diazepine-2-carboxylate

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Reaction Steps

Compound of Step 1 was dissolved in MeOH and 6 N HCl (2.5 eq.) and stirred overnight under an H2 atmosphere in the presence of 10% Pd/C. The catalyst was then filtered off through celite, and the filtrate was concentrated under reduced pressure and triturated with diethyl ether to yield methyl 3-hydroxy-8-methyl-10-(methylamino)-4-oxo-4,6,7,8,9,10-hexahydropyrimido[1,2-d][1,4]diazepine-2-carboxylate as a yellow solid. MS (ES) C12H18N4O4 requires 282. Found: 283 (M+H+). The crude product was taken in dichloromethane and treated with triethylamine (2.5 eq.) and methyl chloro(oxo)acetate (1.2 eq.). After stirring one hour at room temperature, solvent was removed under reduced pressure and residue was taken in methanol and treated with an excess of dimethyl amine (2 M solution in methanol) at room temperature overnight. Volatiles were evaporated under reduced pressure to the title compound. MS (ES) C16H23N5O6 requires 381. Found: 382 (M+H+).

Provenance & Evidence