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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507654Generated: October 30, 2026

Diisopropylethylamine → HCID 178426580, compound

https://huagongshe.com/reaction/1507654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 86729706HCID 86729706—
ReactantHCID 178483976HCID 178483976—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178426580HCID 17842658080.7%

Reaction Steps

3-Imidazo[1,2-b]pyridazin-3-ylethynyl-4-methyl-phenylamine TFA salt (450 mg, 1.24 mmol) was dissolved in DMF (10 mL) with 2-(2-Dimethylamino-ethylthio)-5-(4-fluoro-phenyl)-1H-imidazole-4-carboxylic acid (575 mg, 1.86 mmol) at RT. HATU (700 mg, 1.86 mmol) was added, followed by DIEA (1.3 mL, 7.44 mmol). The mixture was stirred for 20 h. Water (80 mL) was added and the mixture was extracted with EtOAc (300 mL). The organic layer was concentrated and the residue was dissolved in minimum amount of DMSO and purified by prep HPLC. 540 mg of title compound was obtained after lyophilization of pure fractions. LC-MS [M+H] 540.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221805B2
Source datasetuspto-grants-2015_12
ORD IDord-688da6ebf8d444c5bf61c90f0d6b0203
Source noteuspto-grants-2015_12