Trifluoroacetic acid methylene chloride → HCID 60197874, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 7-chloro-3-(5,6,6a,7,9,10-hexahydro-[1,4]oxazino[3,4-h]pteridin-2-yl)-1H-indole-1-carboxylate and CH2Cl2/TFA (1:1) was heated to 50° C. and stirred for 2 hours. The reaction mixture was subsequently concentrated in vacuo and the crude product purified by LC/MS using a gradient of 30-40% CH3CN (with 0.035% TFA) in H2O (with 0.05% TFA). The pure fractions were combined and lyophilized to give a TFA salt of the title compound as a tan solid (20 mg, 27%). 1H NMR (400 MHz, DMSO-d6) δ 2.98-3.01 (m, 2H), 3.56-3.58 (m, 3H), 3.72-4.25 (m, 3H), 4.65-4.92 (m, 1H), 6.34-6.58 (br s, 1H), 7.12-7.59 (m, 3H), 8.12-8.52 (m, 2H), 12.27-12.56 (m, 1H). ESI-MS m/z [M+H]+ calc'd for C17H16ClN5O, 342.10. found 342.3.

Provenance & Evidence