Cyanamide → HCID 178486150, compound

Participants

Reaction Steps

Following the general procedure for cyanoguanidine formation outlined in example 12, N-[4-chloro-2-tert-butyldimethylsilyloxy-3-(N″,N″-dimethylaminosulfonyl)phenyl]-N′-(2-chloro-3-fluorophenyl)carbodiimide (360 mg, 0.7 mmol), cyanamide (118 mg, 2.8 mmol) and N,N-diisopropylethylamine (109 mg, 0.84 mmol) were reacted, followed by desilylation with Cesium fluoride (128 mg, 0.84 mmol) to form the desired product (120 mg, 39%). LC-MS m/z 446.2 (M+). 1H NMR (DMSO-d6) δ 2.86 (s, 6H), 7.20 (d, 1H), 7.33 (t, 1H), 7.40 (m,2H), 7.58 (d, 1H), 9.11 (s, 1H), 9.31 (s, 1H), 10.52 (s, 1H).

Provenance & Evidence