N,N,N',N'-Tetramethylazodicarboxamide → {6-[5-(4-chloro-phenyl)-2-methyl-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	[5-(4-chloro-phenyl)-2-methyl-2H-pyrazol-3-yl]-methanol	HCID 23170490	—
Reactant	tert-Butyl (6-hydroxy-1H-indol-1-yl)acetate	HCID 69283069	—
Product	{6-[5-(4-chloro-phenyl)-2-methyl-2H-pyrazol-3-ylmethoxy]-indol-1-yl}-acetic acid tert-butyl ester	HCID 69282513	—

Reaction Steps

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

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07265149B2
Source dataset	uspto-grants-2007_09
ORD ID	ord-a7ef7895d8a748b98513232adf1d694e
Source note	uspto-grants-2007_09