Reaction #10910

ord-3c6803e0976a49bba12682bb51f30c25

Reaction equation

N#CN
cyanamide
CC(C)N1CCN(c2ccc(N=C=S)cc2)CC1
1-(4-isothiocyanatophenyl)-4-isopropypiperazine
CC(C)N1CCN(c2ccc(N=C=S)cc2)CC1
1-(4-isothiocyanatophenyl)-4-(1-methylethyl)piperazine
N#Cc1cccc(C(=O)CBr)c1
3-cyanophenacyl bromide
→
CC(C)N1CCN(c2ccc(Nc3nc(N)c(C(=O)c4cccc(C#N)c4)s3)cc2)CC1
3-{4-Amino-2-[4-(4-isopropyl-piperazin-1-yl)-phenylamino]-thiazole-5-carbonyl}-benzonitrile

Reactants

N#CN
cyanamide
CC(C)N1CCN(c2ccc(N=C=S)cc2)CC1
1-(4-isothiocyanatophenyl)-4-isopropypiperazine
CC(C)N1CCN(c2ccc(N=C=S)cc2)CC1
1-(4-isothiocyanatophenyl)-4-(1-methylethyl)piperazine
N#Cc1cccc(C(=O)CBr)c1
3-cyanophenacyl bromide

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

This compound was prepared from cyanamide, 1-(4-isothiocyanatophenyl)-4-isopropypiperazine (of Example 3) and 3-cyanophenacyl bromide (Maybridge Chemical Co. Ltd.) following the procedure used in Example 24. Mass spectrum (ES) MH+=447.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094896B2uspto-grants-2006_08