N,N,N',N'-Tetramethylazodicarboxamide → (4-{3-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-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	3-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propan-1-ol	HCID 23614487	—
Reactant	tert-Butyl (4-hydroxy-1H-indol-1-yl)acetate	HCID 69279689	—
Product	(4-{3-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-indol-1-yl)-acetic acid tert-butyl ester	HCID 69280204	—

Reaction Steps

In analogy to the procedure described in example 3 c], (4-hydroxy-indol-1-yl)-acetic acid tert-butyl ester (example 3 b]) was reacted with 3-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propan-1-ol in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield (4-{3-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-propoxy}-indol-1-yl)-acetic acid tert-butyl ester as colorless gum.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07235572B2
Source dataset	uspto-grants-2007_06
ORD ID	ord-dca7e2a9f8574e65bce0c27ebbffebab
Source note	uspto-grants-2007_06