Reaction #50591

ord-68a7679b0ce54db087202d42cef063b1

Reaction equation

COc1cc2ccc(=O)oc2cc1OCCCOS(C)(=O)=O
7-[3-(methanesulfonyloxy)propoxy]-6-methoxy-2H-1-benzopyran-2-one
Fc1ccc(C(c2ccc(F)cc2)N2CCNCC2)cc1
1-[bis(4-fluorophenyl)methyl]-piperazine
O=C([O-])/C=C/C(=O)[O-]
Fumarate
→
COc1cc2ccc(=O)oc2cc1OCCCN1CCN(C(c2ccc(F)cc2)c2ccc(F)cc2)CC1
7-{3-[4-(bis(4-fluorophenyl)methyl)-1-piperazinyl]propoxy}-6-methoxy-2H-1-benzopyran-2-one
Yield 76.0%

Reactants

COc1cc2ccc(=O)oc2cc1OCCCOS(C)(=O)=O
7-[3-(methanesulfonyloxy)propoxy]-6-methoxy-2H-1-benzopyran-2-one
Fc1ccc(C(c2ccc(F)cc2)N2CCNCC2)cc1
1-[bis(4-fluorophenyl)methyl]-piperazine
O=C([O-])/C=C/C(=O)[O-]
Fumarate

Reagents

None

Solvents

CC(C)=O
acetone

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherMethod B (36 h at 60° C.)

Procedure

Method B (36 h at 60° C.); starting materials: 7-[3-(methanesulfonyloxy)propoxy]-6-methoxy-2H-1-benzopyran-2-one (example 68) and 1-[bis(4-fluorophenyl)methyl]-piperazine; yield 76% Ol. Fumarate: method E; yield 82%; fusion point 200°-202° C. (from acetone).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05428038uspto-grants-1995_06