Benzyl Bromide → HCID 10126425, compound

Participants

Reaction Steps

Using essentially the same procedure as in Example 1, Step E, but substituting allyl bromide for benzyl bromide, methyl 6-(4-chlorophenyl)-5-(phenyl)-2-oxo-1,2-dihydropyridine-3-carboxylate (500 mg, 1.47 mmol) from Example 1, Step D afforded the desired higher Rf O-alkylation title compound after purification by flash column chromatography on silica gel (eluted with a gradient of 5 to 10% ethyl acetate in hexanes). HPLC/MS: 380 (M+1); Rt=4.7 min. 1HNMR (CDCl3): δ 3.954 (s, 3H), 5.09 (br d, J=5 Hz, 2H), 5.32 (dd, J=1.5 and 10.5 Hz, 1H), 5.45 (br dd, J=1.6 and 18 Hz, 1H), 6.13-6.23 (m, 1H), 7.16-7.21 (m, 2H), 7.22 (d, J=8.6 Hz, 2H), 7.30-7.36 (m, 3H), 7.37 (d, J=8.6 Hz, 2H), 8.246 (s, 1H).

Provenance & Evidence