Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184885Generated: November 1, 2026

2-Methyl-5-Nitroaniline → N-(2-methyl-5-nitrophenyl)thieno[2,3-b]pyrazine-6-carboxamide

https://huagongshe.com/reaction/1184885

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-5-NitroanilineHCID 7444—
ReactantDiisopropylethylamineHCID 81531—
ReactantThieno[2,3-b]pyrazine-6-carboxylic acidHCID 7164578—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
ProductN-(2-methyl-5-nitrophenyl)thieno[2,3-b]pyrazine-6-carboxamideHCID 6712567892%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of thieno[2,3-b]pyrazine-6-carboxylic acid (250 mg, 1.387 mmol), HATU (633 mg, 1.665 mmol) and DIPEA (0.459 mL, 2.77 mmol) in DMF (5 mL) was stirred for 15 min. 2-methyl-5-nitroaniline (211 mg, 1.387 mmol) was added and stirred at 60° C. for 4 h. Quenched in citric acid solution and the resulting precipitate was collected to give N-(2-methyl-5-nitrophenyl)thieno[2,3-b]pyrazine-6-carboxamide 75 (400 mg, 92%). (m/z)=315 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-4f7cadb7f3794f9da829cd6bef1f9b05
Source noteuspto-grants-2014_03