N-{3-[1-(4-Chloro-3-ethoxy-benzyl)-piperidin-4-ylamino]-phenyl}-acetamide → (3-Chloro-isoquinolin-1-yl)-[1-(2,6-diethoxy-4'-fluoro-biphenyl-4-ylmethyl)-piperidin-4-yl]-amine

Participants

Role	Name	HCID	Charge
Reactant	N-{3-[1-(4-Chloro-3-ethoxy-benzyl)-piperidin-4-ylamino]-phenyl}-acetamide	HCID 24854968	—
Reactant	2,6-Diethoxy-4'-fluoro-biphenyl-4-carbaldehyde	HCID 59383100	—
Reactant	(3-Chloro-isoquinolin-1-yl)-piperidin-4-yl-amine dihydrochloride	HCID 86618559	—
Product	(3-Chloro-isoquinolin-1-yl)-[1-(2,6-diethoxy-4'-fluoro-biphenyl-4-ylmethyl)-piperidin-4-yl]-amine	HCID 86618560	—

Reaction Steps

The title compound was prepared in analogy to the synthesis of 6-[1-(3-ethoxy-4-methyl-benzyl)-piperidin-4-ylamino]-nicotinonitrile (example 38/step 3) from (3-chloro-isoquinolin-1-yl)-piperidin-4-yl-amine dihydrochloride (intermediate B13) and 2,6-diethoxy-4′-fluoro-biphenyl-4-carbaldehyde (intermediate E22) in a yield of 8.9 mg (11%). MS (ISP): 534.5 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08026255B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-d293b00445be4a59bea51b5c7703112b
Source note	uspto-grants-2011_09