Boron tribromide → 4-(4,5,6,7-Tetrahydrothiazolo[5,4-C]pyridin-2-YL)phenol

Participants

Role	Name	HCID	Charge
Reactant	Boron tribromide	HCID 25134	—
Reactant	2-(4-Methoxy-phenyl)-6,7-dihydro-4H-thiazolo[5,4-c]pyridine-5-carboxylic acid benzyl ester	HCID 66653423	—
Solvent	Ethanol	HCID 702	—
Product	4-(4,5,6,7-Tetrahydrothiazolo[5,4-C]pyridin-2-YL)phenol	HCID 135741663	—

Reaction Conditions

Temperature	-78 °C

Reaction Steps

Compound 504 (18.0 g, 47.3 mmol) was dissolved in ethanol (300 ml). To the cooled (−78° C.) solution was added boron tribromide (5 eg, 236 mmol) dropwise. After one hour cooling was removed and the mixture was stirred 16 hrs at room temperature. The reaction was quenched with MeOH, the mixture was concentrated in vacuo to give compound 505 as an oil which was used in the next step without further purification.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096612B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-fb40d5f174f14d7fab19d17b8835ff11
Source note	uspto-grants-2015_08