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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915084Generated: October 31, 2026

Diisopropylethylamine → HCID 67042298, compound

https://huagongshe.com/reaction/1915084

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—
ReactantMethylamine tetrahydrofuranHCID 66615946—
ReactantHCID 67042509HCID 67042509—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67042298HCID 67042298—

Reaction Steps

A mixture of 4-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-2-carboxylic acid (50 mg, 0.11 mmol), HATU (50 mg, 0.13 mmol), 2M methylamine/THF solution (0.1 ml, 0.2 mmol) and N,N-diisopropylethylamine (31 mg, 0.24 mmol) in anhydrous DMF (8 ml) was stirred at room temperature for 10 minutes. The mixture was poured into 100 ml of water. The precipitates were filtered, washed with water and dried to give the crude, which was purified by silica gel chromatography with 3˜5% MeOH/CHCl3 to give 4-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-N-methyl-1H-pyrrole-2-carboxamide as white solid. Yield: 21 mg, 41%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614234B2
Source datasetuspto-grants-2013_12
ORD IDord-fa191f9b457f44cb8b829745beb6ed56
Source noteuspto-grants-2013_12