Reaction #619167

ord-96ed4b137bae497bbe6bb9b9eb360153

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
Cn1cnc(S(=O)(=O)Cl)c1
N-methylimidazole-4-sulfonyl chloride
→
Cn1cnc(S(=O)(=O)N2CCN(Cc3cnc(NC(=O)N(C4CCCCC4)C4CCCCC4)s3)CC2)c1
desired product
Yield 66.1%
Cn1cnc(S(=O)(=O)N2CCN(Cc3cnc(NC(=O)N(C4CCCCC4)C4CCCCC4)s3)CC2)c1
1,1-Dicyclohexyl-3-{5-[4-(1-methyl-1H-imidazole-4-sulfonyl)-piperazin-1-ylmethyl]-thiazol-2-yl}-urea
Yield 66.1%

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
Cn1cnc(S(=O)(=O)Cl)c1
N-methylimidazole-4-sulfonyl 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 (27 mg, 0.055 mmol), DIEA (29 μL, 0.17 mmol) and N-methylimidazole-4-sulfonyl chloride (20 mg, 0.11 mmol) to afford 20 mg (66%) of the desired product after purification.

Source

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