6-Amino-1-(cyclohexylmethyl)-3-propyl-5-nitrosouracil → HCID 178456488, compound

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Reaction Steps

In the manner of step (d) of Example 1, 6amino-1-(cyclohexylmethyl)-3-propyl-5-nitrosouracil (step (c) example 12, 2.355 g, 8.00 mmol) was reduced to 1-(cyclohexylmethyl)-5,6-diamino-3-propyluracil, which was condensed with 3-formylcinnamic acid (T. Higa, A. J. Krubsack, J. Org. Chem. 1975, 40: 3037-3045, 1.424 g, 8.00 mmol) to give (E)-3-[3-(cyclohexylmethyl)-1,2,3,6-tetrahydro-2,6dioxo-1-propyl-9H-purin-8-yl]cinnamic acid as a pale yellow solid (2.632 g, 75%), m.p. >350° C.; 1H-NMR (DMSO-d6) consistent with structure.

Provenance & Evidence