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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533729Generated: October 30, 2026

Triethylamine → 4-Phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrole-6-carboxylic acid (3-chloro-phenyl)-amide

https://huagongshe.com/reaction/533729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzene, 1-chloro-3-isocyanato-HCID 17968—
ReactantPhenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3',4'-d]pyrrol-4-yl)-amineHCID 46843082—
Solvent1,2-DichloroethaneHCID 11—
Product4-Phenylamino-5,7,8,9-tetrahydro-dipyrido[2,3-b;3',4'-d]pyrrole-6-carboxylic acid (3-chloro-phenyl)-amideHCID 4684314625.5%

Reaction Steps

Phenyl-(6,7,8,9-tetrahydro-5H-dipyrido[2,3-b;3′,4′-d]pyrrol-4-yl)-amine (40 mg, 0.15 mmol), 3-chlorophenyl isocyanate (28 mg, 0.18 mmol), and triethylamine (0.06 mL, 0.45 mmol) were dissolved in 1,2-dichloroethane (2.0 mL), and stirred overnight at room temperature. The reaction mixture was added directly to a Biotage column. The crude product was purified via Biotage eluting with CH2Cl2/MeOH (9/1, v/v) to provide 10 (16 mg, 25% yield) as an off-white solid. LC-MS (M+H=418, obsd.=418).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853391B2
Source datasetuspto-grants-2014_10
ORD IDord-d12a63cd563a4d89ac591c56c8490083
Source noteuspto-grants-2014_10