Diisopropylethylamine → 1-(4-Benzo[d]isoxazol-3-yl-piperidin-1-yl)-2-(3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-ethanone

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	3-(4-Piperidinyl)-1,2-benzisoxazole Hydrochloride	HCID 13076437	—
Reactant	(3,5-bis-(4-Fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid	HCID 86686517	—
Solvent	Dimethylformamide	HCID 6228	—
Product	1-(4-Benzo[d]isoxazol-3-yl-piperidin-1-yl)-2-(3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-ethanone	HCID 71586594	39.4%

Reaction Steps

32 mg (3,5-bis-(4-fluoro-phenyl)-(1,2,4)triazol-1-yl)-acetic acid was dissolved in 2 mL DMF. 32 mg TBTU and 26 μL DIPEA were added to this solution and the mixture was stirred for 5 minutes at RT. Then, 24 mg 3-piperidin-4-yl-benzo[d]isoxazolehydrochloride was added. The mixture was stirred for 2 h at RT. The reaction solution was purified by HPLC to yield 19.8 mg of the desired compound. Rt: 2.24 (method D), (M+H)+: 500

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642774B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-82730492f79d44858652b9a1fa0e58b2
Source note	uspto-grants-2014_02