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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246281Generated: October 29, 2026

Diisopropylethylamine → HCID 71285812, compound

https://huagongshe.com/reaction/246281

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—
Reactant2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 71279620—
ReactantHCID 71280181HCID 71280181—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 71285812HCID 71285812102.8%

Reaction Steps

In a round-bottomed flask, 2-(1-amino-cyclobutyl)-propan-2-ol trifluoroacetate (214 mg, 0.62 mmol) was dissolved in DMF (1.2 ml) and N,N-diisopropylethylamine (0.44 ml, 2.52 mmol). Then 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (110 mg, 0.25 mmol) and HATU (104 mg, 0.27 mmol) were added. The yellow reaction mixture was stirred at room temperature overnight then water and petroleum ether were added. The resulting precipitate was collected by filtration. The filter cake was washed with water and petroleum ether then dried under high vacuum to afford 142 mg (98%) of 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [1-(1-hydroxy-1-methyl-ethyl)-cyclobutyl]-amide as an off-white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-8baf42ac0892448cb478263393cc74ce
Source noteuspto-grants-2014_02