Cyanamide → HCID 178486146, 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-trifluoromethylphenyl)carbodiimide (250 mg, 0.47 mmol), cyanamide (79 mg, 1.88 mmol) and N,N-diisopropylethylamine (73 mg, 0.56 mmol) were reacted, followed by desilylation with Cesium fluoride (86 mg, 0.56 mmol) to form the desired product (80 mg, 37%). EI-MS m/z 462.0 (M+). 1H NMR (DMSO-d6) δ 2.86 (s, 6H), 7.14 (d, 1H), 7.53 (m, 2H), 7.59 (d, 1H), 7.75 (t, 1H), 7.77 (d, 1H), 8.91 (s, 1H), 9.28 (s, 1H), 10.53 (s, 1H).

Provenance & Evidence