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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1835456Generated: November 2, 2026

1-Hydroxybenzotriazole → N-[6-methyl-3-(pyrimidin-5-yl)-phenyl]-9H-carbazole-1-carboxamide

https://huagongshe.com/reaction/1835456

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant9h-Carbazole-1-carboxylic acidHCID 238924—
Reactant2-Methyl-5-(pyrimidin-5-YL)anilineHCID 23503678—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductN-[6-methyl-3-(pyrimidin-5-yl)-phenyl]-9H-carbazole-1-carboxamideHCID 2350365533.6%

Reaction Steps

To a suspension of 9H-carbazole-1-carboxylic acid (148 mg) and 1-hydroxybenzotriazole (114 mg) in dichloromethane (3 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiinide hydrochloride (201 mg), and the m e was stirred for 15 minutes. After adding 5-(3-amino-4-methylphenyl)pyrimdine (136 mg) and 4dimethylaminopyridine (128 mg), the mixture was stirred for 24 hours. The mixture was evaporated under reduced pressure and the residue was purified by a silica gel column chromatography eluting with 2% methanol in dichloromethane to give N-[6methyl-3-(pyrimidin-5-yl)-phenyl]-9H-carbazole-1-carboxamide (89 mg, 33.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06770667B1
Source datasetuspto-grants-2004_08
ORD IDord-7c0ca8d3190d472998aa282b57a2539f
Source noteuspto-grants-2004_08