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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384726Generated: October 25, 2026

Triethylamine → 4-(4-Benzyloxy-3-chloro-phenylamino)-6-chloro-pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/384726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,6-Dichloropyrimidine-5-carbonitrileHCID 599371—
Reactant4-Benzyloxy-3-chloroanilineHCID 1268285—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-(4-Benzyloxy-3-chloro-phenylamino)-6-chloro-pyrimidine-5-carbonitrileHCID 59011883—

Reaction Steps

A solution of 4,6-dichloro-pyrimidine-5-carbonitrile Compound 2a (82 mg, 0.47 mmol), Et3N (0.13 mL, 0.94 mmol) and 4-benzyloxy-3-chloro-phenylamine Compound 2b (110 mg, 0.47 mmol) in THF (4.7 mL) was stirred at 25° C. for 3 hours. The reaction mixture was diluted with EtOAc (50 mL), washed with water (1×50 mL) and concentrated to afford 4-(4-benzyloxy-3-chloro-phenylamino)-6-chloro-pyrimidine-5-carbonitrile Compound 2c (175 mg, 100%) as an off-white solid; 1H NMR (300 MHz, CD3OD) δ 8.42 (s, 1H), 7.63 (s, 1H), 7.52-7.40 (m, 7H), 7.12 (m, 1H), 5.22 (s, 2H), 5.19 (s, 2); MS (ESI) m/z: 373 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367825B2
Source datasetuspto-grants-2013_02
ORD IDord-93717b372a4b4408a774307df9439b68
Source noteuspto-grants-2013_02