Indan-5-amine → HCID 10198118, compound

Participants

Reaction Steps

A mixture of 5-aminoindan (200 mg, 1.50 mmol) and 2-imidazolinesulfonic acid (450 mg, 3.00 mmol) in isobutyl alcohol (5 mL) was heated at reflux for 3 h and then stirred overnight. The solvent was removed to give a dark oil. It was flash chromatographed over silica gel (EtOAc:MeOH:Et3N=6:2:1) to afford a yellow solid. The solid was redissolved in dichloromethane, and washed with saturated aqueous Na2CO3. The organic layer was cried and concentrated to give yellow crystals (220 mg, 73% yield): mp 41°-42° C.; EIMS m/z=201 (M+). Anal. Calcd. for C12H15N3 4/5H2O: C, 66.82; H, 7.74; N, 19.48. Found: C, 6.77; H, 7.31; N, 19.24.

Provenance & Evidence