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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675049Generated: October 31, 2026

Diisopropylethylamine → HCID 59149816, compound

https://huagongshe.com/reaction/1675049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(Bromomethyl)pyridine hydrobromideHCID 12707037—
ReactantHCID 67340739HCID 67340739—
SolventDimethylacetamideHCID 31374—
ProductHCID 59149816HCID 5914981684.9%

Reaction Conditions

Temperature150 °C

Reaction Steps

DIPEA (0.174 mL, 1.00 mmol) was added to N-methyl-1-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-amine (100 mg, 0.34 mmol) and 3-(bromomethyl)pyridine hydrobromide (127 mg, 0.50 mmol) in DMA (2 mL) and the mixture was sealed into a microwave tube. The reaction was heated to 150° C. for 15 minutes in the microwave reactor and cooled to ambient temperature. The crude product was purified by preparative HPLC (Waters XBridge Prep C18 OBD column, 5μ silica, 30 mm diameter, 100 mm length), using decreasingly polar mixtures of water (containing 1% ammonia) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford N-methyl-N-(pyridin-3-ylmethyl)-1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-amine (113 mg, 78%) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003649B2
Source datasetuspto-grants-2011_08
ORD IDord-f3a6a7c890034a3881e2e3b1dbeecb2a
Source noteuspto-grants-2011_08