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

Participants

Role	Name	HCID	Charge
Reactant	N,N,N',N'-Tetramethylazodicarboxamide	HCID 4278	—
Reactant	Tributylphosphine	HCID 13831	—
Reactant	{1-methyl-3-[4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}methanol	HCID 44818672	—
Reactant	(6-Hydroxy-4-methyl-indol-1-yl)-acetic acid tert-butyl ester	HCID 69280225	—
Product	{4-methyl-6-[2-methyl-5-(4-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-acetic acid tert-butyl ester	HCID 69280239	—

Reaction Steps

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

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07265149B2
Source dataset	uspto-grants-2007_09
ORD ID	ord-9ace5926fa3a4610bff70c718a81d3d1
Source note	uspto-grants-2007_09