Methanol → HCID 15221541, compound

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Reaction Steps

The title compound was prepared from (S)-4-amino-6-cyano-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran (compound of title F, Example 4) by the same procedure as described for (R)-1-(6-cyano-3,4-dihydro-2,2-dimethyl-2H-benzopyran-4-yl)-1H-benzimidazole-2-carboxylic acid, ethyl ester in example 4, parts G-J. [a]D =-111° (c=0.5, MeOH). Microanalysis calculated for C20H16N3ClO2.0.3 H2O: C, 64.71; H, 4.51; N, 11.32, Cl, 9.55. Found: C, 65.08; H, 4.72; N, 10.76, Cl, 9.26. Further elution of the column also provided (R)-4-[3-Chloro-2-oxo-1(2H)-quinoxalinyl]-3,4-dihydro-2,2-dimethyl-2H-benzopyran-6-carbonitrile, m.p. 174°-175° C. [a]D =+92.1° (c=0.42, MeOH). Microanalysis calculated for C22H21N3O2.0.7 H2O: C, 68.10; H, 5.82; N, 10.83. Found: C, 68.07; H,5.55; N, 10.65.

Provenance & Evidence