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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055666Generated: October 31, 2026

4-Methylmorpholine → N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(morpholin-4-yl)-5-(pentafluoro-lambda6-sulphanyl)benzamide

https://huagongshe.com/reaction/1055666

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantSodium HydroxideHCID 14798—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-(Morpholin-4-yl)-5-(pentafluoro-lambda6-sulphanyl)benzoic acidHCID 89699656—
Reactant3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylaniline trifluoroacetateHCID 89700026—
SolventDimethylformamideHCID 6228—
ProductN-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(morpholin-4-yl)-5-(pentafluoro-lambda6-sulphanyl)benzamideHCID 89699732—

Reaction Steps

82 mg (0.16 mmol) of the compound of Example 8A, 59 mg (0.18 mmol) of the compound of Example 18A and 73 mg (0.192 mmol) of HATU were dissolved in 1 ml of DMF. 53 μl (0.48 mmol) of 4-methylmorpholine were then added. After the reaction mixture had been stirred at RT for 16 h, 10 ml of 0.1 M aqueous sodium hydroxide solution were added, whereupon the product precipitated as a solid. The mixture was stirred for another 10 min, and the product was then filtered off with suction, washed with water and dried under high vacuum. This gave 104 mg (70% of theory, 77% pure) of the title compound as a greyish-brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394309B2
Source datasetuspto-grants-2016_07
ORD IDord-631c8c1ae1aa4d999e76d852a4f27d5e
Source noteuspto-grants-2016_07