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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1687565Generated: November 1, 2026

Dimethylformamide → 3-[3-(2,5-Dichloro-pyrimidin-4-ylamino)-phenyl]-propionitrile

https://huagongshe.com/reaction/1687565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2,4,5-TrichloropyrimidineHCID 237259—
Reactant3-(3-Aminophenyl)propanenitrileHCID 19610667—
SolventWaterHCID 962—
Product3-[3-(2,5-Dichloro-pyrimidin-4-ylamino)-phenyl]-propionitrileHCID 86633978—

Reaction Steps

3-(3-Amino-phenyl)-propionitrile (0.110 g, 0.000752 mol), 2,4,5-Trichloro-pyrimidine (0.152 g, 0.000828 mol), Potassium carbonate (0.125 g, 0.90 mmol), and DMF (1.0 mL, 0.014 mol) were heated at 85° C. for 90 min. The reaction mixture was diluted with H2O, extracted with CH2Cl2×3, dried over MgSO4, filtered, and concentrated under reduced pressure. Title compound isolated as a white solid. MP=111-112. HPLC purity: 95% LCMS: 295.10 (M+H) 1H-NMR (CDCl3, 400 MHz) δ 8.21 (d, J=0.8 Hz, 1H), 7.53-7.56 (m, 2H), 7.38 (dd, J=7.6 Hz, 7.8 Hz, 1H), 7.31 (s, 1H), 7.07 (d, J=7.6 Hz, 1H), 3.00 (dd, J=7.0 Hz, 7.3 Hz, 2H), 2.67 (dd, J=7.4 Hz, 7.2 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-9aae69ab12e34e8492860688b56f15a0
Source noteuspto-grants-2012_04