N,N,N',N'-Tetramethylazodicarboxamide → {6-[2-difluoromethyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester

Participants

Role	Name	HCID	Charge
Reactant	N,N,N',N'-Tetramethylazodicarboxamide	HCID 4278	—
Reactant	Tributylphosphine	HCID 13831	—
Reactant	[2-difluoromethyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-yl]-methanol	HCID 67402865	—
Reactant	(6-Hydroxy-indol-1-yl)-acetic acid ethyl ester	HCID 68821422	—
Product	{6-[2-difluoromethyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester	HCID 69282437	—

Reaction Steps

In analogy to the procedure described for example 3 c], (6-hydroxy-indol-1-yl)-acetic acid ethyl ester (example 2 e]) was reacted with [2-difluoromethyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-yl]-methanol in the presence of N,N,N′,N′-tetramethyl azodicarboxamide and tributylphosphine to give {6-[2-difluoromethyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-acetic acid ethyl ester as white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07265149B2
Source dataset	uspto-grants-2007_09
ORD ID	ord-2c43f4574a0c4c2fb7701e84f33c3295
Source note	uspto-grants-2007_09