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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1773659Generated: November 2, 2026

Potassium Carbonate → HCID 86705363, compound

https://huagongshe.com/reaction/1773659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-MorpholinoethylamineHCID 408285—
ReactantHCID 66691681HCID 66691681—
ReactantHCID 86705359HCID 86705359—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 86705363HCID 86705363—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirred solution of 2.01 g (5 mmol) 6,8-dibromo-3-iodoimidazo[1,2-b]pyridazine which was prepared according to intermediate example 96c in NMP (15 mL) were added 1.94 g (15 mmol) DIPEA and 1.30 g (10 mmol) 2-(morpholin-4-yl)ethanamine in one portion at rt. After heating for 2 h at 70° C., 100 mL DCM were added and the mixture was washed with water (3×100 mL). The organic phase was dried over sodium sulphate and evaporated to yield a brownish solid which was used without further purification in the next step. To a stirred solution of the remaining solid in 20 mL THF were added 1.16 g (6 mmol) [3-methyl-4-(methylcarbamoyl)phenyl]boronic acid which was prepared according to intermediate example 562b, 15 mL aqueous potassium carbonate solution (15 mmol, 1M), 816 mg Pd(dppf)Cl2 (1 mmol) and the mixture was heated for 41 h at 70° C., to yield after working up and purification 2.35 g (99%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09255100B2
Source datasetuspto-grants-2016_02
ORD IDord-e43fa7be1a60476cb17dc9d3c50c88fe
Source noteuspto-grants-2016_02