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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406311Generated: November 4, 2026

Water → HCID 58459927, compound

https://huagongshe.com/reaction/2406311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantCyclopropylamineHCID 69828—
Reactant2,4-Dichloro-5-(trifluoromethyl)pyrimidineHCID 2782774—
SolventMethanolHCID 887—
ProductHCID 58459927HCID 5845992734.2%

Reaction Steps

To 2,4-dichloro-5-(trifluoromethyl)pyrimidine (1.25 g, 5.8 mmol) in methanol (4 mL) at 0° C. was added cyclopropylamine (0.69 mL, 10 mmol). The mixture was allowed to stir at RT for 4 h. and then DCM (20 mL) and water (20 mL) were added. The mixture was passed through a hydrophobic frit and the solvent was removed in vacuo. Purification of the residue via silica gel column chromatography (0-100% DCM in iso-hexane) gave 2-chloro-N-cyclopropyl-5-(trifluoromethyl)pyrimidin-4-amine (472 mg, 34%) as an off-white solid. LCMS (10 cm_ESCI_Bicarb_MeCN): [M+H]+=238 at 3.64 min. 1H NMR (400 MHz, CDCl3): δ 8.27 (d, J=1.1 Hz, 1H), 5.56 (br s, 1H), 3.03-2.93 (m, 1H), 0.99-0.89 (m, 2H), 0.65-0.60 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809331B2
Source datasetuspto-grants-2014_08
ORD IDord-e3242a78d8c14a4e9795208936d75502
Source noteuspto-grants-2014_08