Reaction #156053

ord-341ed7345b1941f2837f978374cc3442

Reaction equation

Cl.O=C(c1ccc(-c2cnco2)cc1)N(C1CCNCC1)C1CC1
N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrochloride
CCOc1cnc(Cl)nc1
2-chloro-5-ethoxy-pyrimidine
→
CCOc1cnc(N2CCC(N(C(=O)c3ccc(-c4cnco4)cc3)C3CC3)CC2)nc1
title compound
CCOc1cnc(N2CCC(N(C(=O)c3ccc(-c4cnco4)cc3)C3CC3)CC2)nc1
N-Cyclopropyl-N-[1-(5-ethoxy-pyrimidin-2-yl)-piperidin-4-yl]-4-oxazol-5-yl-benzamide

Reactants

Cl.O=C(c1ccc(-c2cnco2)cc1)N(C1CCNCC1)C1CC1
N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrochloride
CCOc1cnc(Cl)nc1
2-chloro-5-ethoxy-pyrimidine

Reagents

None

Solvents

CN1CCCC1=O
N-methylpyrrolidinone

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The title compound is prepared from N-cyclopropyl-4-oxazol-5-yl-N-piperidin-4-yl-benzamide hydrochloride and 2-chloro-5-ethoxy-pyrimidine following a procedure analogous to that described in Example 19 using N-methylpyrrolidinone as solvent. LC (method 16): tR=0.46 min; Mass spectrum (ESI+): m/z=434 [M+H]+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822471B2uspto-grants-2014_09