Methanol → HCID 67256219, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 7-amino-2-methyl-4-(4-oxocyclohexyl)-2,3-dihydro-1H-isoindol-1-one (1000.0 mg, 3.8712 mmol) and ammonium carbonate (818 mg, 8.52 mmol) in MeOH (15 mL, 370 mmol) was treated with a solution of Potassium cyanide (529 mg, 8.13 mmol) in H2O (10 mL). This mixture, which began turning white, was heated to 80° C. for 16 hours. In the morning the reaction mixture was a thick white slurry. This was transferred to a round bottom flask and concentrated to a solid which was suspended in water and collected via filtration. The filter cake washed with water two more times and once with acetone. The solid was dried under vacuum for several hours to afford the title product as 1.059 g of a pale beige solid. 1HNMR (400 MHz, DMSO-d6) δ 10.57 (br. s., 1H), 8.65 (s, 1H), 7.23 (d, J=8.34 Hz, 1H), 6.54 (d, J=8.34 Hz, 1H), 5.85 (s, 2H), 4.36 (s, 2H), 2.99 (s, 3H), 2.40-2.48 (m, 1H), 1.54-1.86 (m, 8H). MS (ES+): m/z=329.1119 [MH+]. HPLC: tR=0.96 min (UPLC TOF, polar—3 min).

Provenance & Evidence