Lithium Hydroxide → HCID 66913187, compound

Participants

Reaction Steps

A solution of 1N lithium hydroxide (0.3 mL, 0.3 mmol) is added to a solution of (Z)-2-[[2-bromo-4-[[(3-hydroxybenzyl)amino]carbonyl]benzoyl]amino]-3-(thiazol-2-yl)propenoic acid methyl ester (Example 332; 55.6 mg, 0.1 mmol) in tetrahydrofuran/methanol (2:1; 1 mL). After the solution is allowed to stir at room temperature for 16 h, the volatiles are evaporated in vacuo and the residue is purified by reverse phase HPLC (increasing percentages of acetonitrile in water containing 0.1% trifluoroacetic acid). The appropriate fractions are combined and evaporated to yield to give (Z)-2-[2,6-dimethyl-4-[5-[(1H-indol-4-yl)methylamino]tetrazol-1-yl]benzoyl]amino]-3-(2,4-dimethylthiazol-5-yl)propenoic acid.

Provenance & Evidence