Ethyl Acetate → 2-[4-([1,3]Thiazolo[5,4-b]pyridin-2-ylmethyl)-1-piperazinyl]nicotinonitrile

Participants

Role	Name	HCID	Charge
Reactant	Ethyl Acetate	HCID 8857	—
Reactant	2-(Piperazin-1-yl)pyridine-3-carbonitrile	HCID 2737203	—
Reactant	2-(Chloromethyl)-[1,3]thiazolo[5,4-b]pyridine	HCID 14204207	—
Product	2-[4-([1,3]Thiazolo[5,4-b]pyridin-2-ylmethyl)-1-piperazinyl]nicotinonitrile	HCID 10088380	—

Reaction Steps

The product from Example 38A (150 mg, 0.81 mmol), 2-(1-piperazinyl)nicotinonitrile (160 mg, 0.98 mmol), and D1 EA (280 μL, 1.6 mmol) were processed as described in Example 38B to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.75 (m, 4H) 3.68 (m, 4H) 4.07 (s, 2H) 6.94 (m, 1H) 7.56 (m, 1H) 8.08 (dd, J=7.80, 2.03 Hz, 1H) 8.33 (dd, J=8.31, 1.53 Hz, 1H) 8.42 (dd, J=4.75, 1.70 Hz, 1H) 8.60 (dd, J=4.58, 1.53 Hz, 1H); (ESI) m/z 337 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07470691B2
Source dataset	uspto-grants-2008_12
ORD ID	ord-3e1b6a2af08545d4af2158ee21dc8853
Source note	uspto-grants-2008_12