Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68662Generated: October 30, 2026

Tris(hydroxymethyl)aminomethane → Propanamide, N-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2-methyl-

https://huagongshe.com/reaction/68662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTris(hydroxymethyl)aminomethaneHCID 6503—
ReactantIsobutyric AcidHCID 6590—
ReactantCarbonate IonHCID 19660—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 86675703HCID 86675703—
SolventDimethylformamideHCID 6228—
Solvent1,4-DioxaneHCID 31275—
ProductPropanamide, N-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2-methyl-HCID 86675705—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2-methyl propanoic acid (62.06 mg, 65.46 μL, 0.7044 mmol) in dioxane (1 mL) with DMF was added oxalyl chloride (87.9 mg, 60.43 μL, 0.6927 mmol) at ambient temperature. The resulting solution was stirred for 30 minutes at this temperature. To this solution was added 2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-amine (50 mg, 0.2347 mmol) and this was stirred for a further 4 hours at ambient temperature. The reaction mixture was then heated to 50° C. for 1 hour. After this time trisamine resin and carbonate resin were added and the sample filtered. This crude solution was taken onto the next step as is.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822469B2
Source datasetuspto-grants-2014_09
ORD IDord-2fc3d6edb451482b881db0ed87eef2ab
Source noteuspto-grants-2014_09