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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216034Generated: October 29, 2026

p-Toluidine → 4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-N-p-tolylpiperidine-4-carboxamide

https://huagongshe.com/reaction/216034

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-ToluidineHCID 7813—
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4yl)-piperidine-4-carboxylic acidHCID 67036781—
SolventDimethylformamideHCID 6228—
Product4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-N-p-tolylpiperidine-4-carboxamideHCID 5792019550.1%

Reaction Steps

To a solution of 4-methyl-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4yl)-piperidine-4-carboxylic acid from example 6, step B, (0.020 g, 0.073 mmol) in DMF (1 mL) were added BOP reagent (0.065 g, 0.15 mmol), triethylamine (0.019 mL, 0.15 mmol), and 4-methylaniline (0.012 mL, 0.11 mmol). The reaction was stirred overnight and concentrated under vacuum. The residue was purified by prep HPLC to give the title compound (0.0133 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193202B2
Source datasetuspto-grants-2012_06
ORD IDord-c7913e08e31c40d6bc02d8fd6e0b6e99
Source noteuspto-grants-2012_06