Reaction #619165

ord-37797d0453bc453399f80afbb5683292

Reaction equation

Cl.O=C(Nc1ncc(CN2CCNCC2)s1)N(C1CCCCC1)C1CCCCC1
1,1-dicyclohexyl-3 -(5-piperazin-1 -ylmethyl-thiazol-2-yl)-urea hydrochloride
CCN(C(C)C)C(C)C
DIEA
O=S(=O)(Cl)c1ccccc1
benzenesulfonyl chloride
→
O=C(Nc1ncc(CN2CCN(S(=O)(=O)c3ccccc3)CC2)s1)N(C1CCCCC1)C1CCCCC1
desired product
Yield 84.7%
O=C(Nc1ncc(CN2CCN(S(=O)(=O)c3ccccc3)CC2)s1)N(C1CCCCC1)C1CCCCC1
3-[5-(4-Benzenesulfonyl-piperazin-1-ylmethyl)-thiazol-2-yl]-1,1-dicyclohexyl-urea
Yield 84.7%

Reactants

Cl.O=C(Nc1ncc(CN2CCNCC2)s1)N(C1CCCCC1)C1CCCCC1
1,1-dicyclohexyl-3 -(5-piperazin-1 -ylmethyl-thiazol-2-yl)-urea hydrochloride
CCN(C(C)C)C(C)C
DIEA
O=S(=O)(Cl)c1ccccc1
benzenesulfonyl chloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherPrepared

Procedure

Prepared as described in general procedure (Q) using 1,1-dicyclohexyl-3 -(5-piperazin-1 -ylmethyl-thiazol-2-yl)-urea hydrochloride (36 mg, 0.08 mmol), DIEA (42 μL, 0.24 mmol) and benzenesulfonyl chloride (20 μL, 0.16 mmol) to afford 37 mg (68%) of the desired product after purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045183E1uspto-grants-2014_10