Dimethylamine → HCID 21423148, compound

Participants

Reaction Conditions

Reaction Steps

1,2,3,4,7,8,10,11-Octahydro-10-methylbenzo[g]pyrano[3,4-b]indole-10-acetic acid (4.5 g), described in Example 69, is suspended in anhydrous tetrahydrofuran (120 ml), triethylamine (4.2 ml) is added, followed by dropwise addition of ethyl chloroformate (2.14 ml) at -5° C. After stirring for 105 minutes at 0° C., the solution is added dropwise at 0° C., to a stirred solution of 40% aqueous dimetyl amine (62 ml). After 2 hr. at room temperature, the tetrahydrofuran is evaporated and water added. The mixture is extracted with chloroform, the organic solution washed with water (2 ×), dried and taken to dryness to give the title compound, m.p. 176° - 178° C., νmaxCHCl3 3360, 1630 cm-1. This compound exhibits antibacterial activity.

Provenance & Evidence