3-cyclopentyl-2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid → 3-cyclopentyl-N-[1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionamide

Participants

Role	Name	HCID	Charge
Reactant	3-cyclopentyl-2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid	HCID 57919229	—
Reactant	(R)-1-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-amine	HCID 59344941	—
Product	3-cyclopentyl-N-[1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionamide	HCID 66892693	—

Reaction Steps

Using the method described in Example 49, 3-cyclopentyl-2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 74) and 1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-ylamine (Intermediate 4) afforded 3-cyclopentyl-N-[1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2-[4-(1H-indol-4-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionamide as a light tan solid as a mixture of diastereomers (0.95 g, 64%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08258134B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-f6616599ab5c489585e7882201dc09d0
Source note	uspto-grants-2012_09