N,N,N',N'-Tetramethylazodicarboxamide → {6-[2-(3-Fluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-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	(2-(3-Fluoro-4-(trifluoromethyl)phenyl)-4-methylthiazol-5-yl)methanol	HCID 18526219	—
Reactant	tert-Butyl (6-hydroxy-1H-indol-1-yl)acetate	HCID 69283069	—
Product	{6-[2-(3-Fluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid tert-butyl ester	HCID 11156660	—

Reaction Steps

In analogy to the procedure described in example 3 c], (6-hydroxy-indol-1-yl)-acetic acid tert-butyl ester (example 6 b]) was reacted with [2-(3-fluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-yl]-methanol [PCT Int. Appl. (2002), WO 0228434 A2] in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to obtain {6-[2-(3-fluoro-4-trifluoromethyl-phenyl)-4-methyl-thiazol-5-ylmethoxy]-indol-1-yl}-acetic acid tert-butyl ester as light yellow gum.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07235572B2
Source dataset	uspto-grants-2007_06
ORD ID	ord-26a1a75113754f7dbba40e2828bbf74b
Source note	uspto-grants-2007_06