Ammonia → 2-(3,5-Diphenyl-pyrazol-1-yl)-1-(4-(5-chloro-pyrimidin-2-yl)-1-piperidinyl)-ethanon

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	(3,5-Diphenyl-pyrazol-1-yl)-acetic acid	HCID 824607	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	5-Chloro-2-(4-piperidinyl)pyrimidine	HCID 55262357	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Methanol--water (1/1)	HCID 22242641	—
Product	2-(3,5-Diphenyl-pyrazol-1-yl)-1-(4-(5-chloro-pyrimidin-2-yl)-1-piperidinyl)-ethanon	HCID 71586646	23.9%

Reaction Steps

28 mg (3,5-diphenyl-pyrazol-1-yl)-acetic acid was dissolved in 2 mL DMF and 26 mg DIPEA and 32 mg TBTU were added to this solution and the reaction was stirred for 5 minutes at RT. The mixture was added to 20 mg 5-chloro-2-piperidin-4-ylpyrimidine and stirred for 2 h. The reaction was cleaned by RP-chromatographie (methanol/water, 0.1% NH3) to yield 11 mg of the desired compound. Rt: 2.38 (method A), (M+H)+: 458

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08741892B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-49ba1563701549929f09c701a9524617
Source note	uspto-grants-2014_06