Reaction #10912

ord-85ee76f1be514947a55c08761ca008f0

Reaction equation

N#CN
cyanamide
S=C=Nc1ccc(N2CCN(CC3CC3)CC2)cc1
1-(4-isothiocyanatophenyl)-4-cyclopropylmethylpiperazine
S=C=Nc1ccc(N2CCN(CC3CC3)CC2)cc1
1-(4-Isothiocyanatophenyl)-4-(1-cyclopropylmethyl)piperazine
COc1cccc(C(=O)CBr)c1
2-bromo-1-(3-methoxyphenyl)ethanone
→
COc1cccc(C(=O)c2sc(Nc3ccc(N4CCN(CC5CC5)CC4)cc3)nc2N)c1
{4-Amino-2-[4-(4-cyclopropylmethyl-piperazin-1-yl)-phenylamino]-thiazol-5-yl}-(3-methoxy-phenyl)-methanone

Reactants

N#CN
cyanamide
S=C=Nc1ccc(N2CCN(CC3CC3)CC2)cc1
1-(4-isothiocyanatophenyl)-4-cyclopropylmethylpiperazine
S=C=Nc1ccc(N2CCN(CC3CC3)CC2)cc1
1-(4-Isothiocyanatophenyl)-4-(1-cyclopropylmethyl)piperazine
COc1cccc(C(=O)CBr)c1
2-bromo-1-(3-methoxyphenyl)ethanone

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

This compound was prepared from cyanamide, 1-(4-isothiocyanatophenyl)-4-cyclopropylmethylpiperazine (of Example 14G) and 2-bromo-1-(3-methoxyphenyl)ethanone (Aldrich) following the procedure used in Example 24 Mass spectrum (ES) MH+=464.

Source

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