Diisopropylethylamine → 2-[4-([1,3]Thiazolo[5,4-b]pyridin-2-ylmethyl)-1-piperazinyl]benzonitrile

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	N-(2-Cyanophenyl)piperazine	HCID 2735875	—
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]benzonitrile	HCID 10472138	—

Reaction Steps

The product from Example 38A (680 mg, 3.7 mmol), 2-(1-piperazinyl)benzonitrile (823 mg, 4.4 mmol), and DIEA (1.3 mL, 7.4 mmol) were processed as described in Example 38B to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.80 (m, 4H) 3.23 (m, 4H) 4.09 (s, 2H) 7.13 (m, 1H) 7.21 (d, J=8.14 Hz, 1H) 7.59 (m, 2H) 7.71 (dd, J=7.80, 1.70 Hz, 1H) 8.34 (dd, J=8.14, 1.70 Hz, 1H) 8.59 (dd, J=4.75, 1.70 Hz, 1H); (ESI) m/z 336 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07057042B2
Source dataset	uspto-grants-2006_06
ORD ID	ord-fc998245dcf04b1ab34d1e5a0fb8f33a
Source note	uspto-grants-2006_06