Triethylamine → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Bis(2-oxo-3-oxazolidinyl)phosphinic chloride	HCID 152842	—
Reactant	1-[(4-methoxyphenyl)methyl]-1H-pyrazole-4-carboxylic acid	HCID 43565362	—
Reactant	5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine	HCID 60205276	—
Solvent	Dichloromethane	HCID 6344	—
Product	N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxamide	HCID 60205476	39.8%

Reaction Steps

A mixture of 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (300 mg, 1.30 mmol, Example 1, Step H), 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylic acid (636 mg, 2.74 mmol), BOP-Cl (697 mg, 2.74 mmol), and triethylamine (0.909 mL, 6.52 mmol) in DCM (5 mL) was processed as described in Example 62, Step A, to provide N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxamide (230 mg, 39% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08981085B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-97608d6f8ee64417b5ecad63dd3db4f0
Source note	uspto-grants-2015_03