Dimethyl Sulfoxide → HCID 25014406, compound

Participants

Reaction Conditions

Reaction Steps

Compounds in Table 2 were prepared in analogy to the procedures described for the preparation of Compounds 5-6 and 6-1 as follows: Either Compound 5-4 (1.0 equivalents) or Compound 7-1 (1.0 equivalents) and either an amine (1.0 to 5.0 equivalents) or an amine salt (1.0 to 5.0 equivalents) were combined in a vial with enough N-methyl-2-pyrrolidinone to generate a 0.1M solution of either Compound 5-4 or Compound 7-1. Triethylamine (1:1 molar ratio to the amine salt) was then added to reactions utilizing amine salts composed of a 1:1 ratio of amine to acid. Triethylamine (2:1 molar ratio to the amine salt) was then added to reactions utilizing amine salts composed of a 1:2 ratio of amine to acid. No triethylamine was added when amine freebases were employed. The vial was then sealed and the resulting solution or suspension was heated and stirred at 180° C. with conventional heating. After the reaction was judged to be complete by LCMS analysis, the reaction was cooled to room temperature and diluted in DMSO and water. The resulting solution was filtered and purified by preparative HPLC Reverse phase (C-18), eluting with Acetonitrile/Water+0.05% TFA, to afford the title compounds.

Provenance & Evidence