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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68295Generated: October 29, 2026

Dimethylamine, hydrochloride → 2-(Dimethylamino)-6-(2-methoxyphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/68295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67140270HCID 67140270—
Solvent1,4-DioxaneHCID 31275—
Product2-(Dimethylamino)-6-(2-methoxyphenyl)pyrimidine-4-carboxamideHCID 15604472—

Reaction Conditions

Temperature85 °C

Reaction Steps

6-(2-Methoxyphenyl)-2-(methylsulfinyl)pyrimidine-4-carboxamide (46 mg, 0.15 mmol), 1,4-dioxane (2 mL), DIPEA (80 μL, 0.45 mmol), and dimethylamine hydrochloride (26 mg, 0.3 mmol) were added to a vial (8 mL). The vial was sealed and heated at 85° C. for two days. After the reaction solution cooled to room temperature, the solvent was removed under vacuum in a Savant SpeedVac. The resulting residue was purified by Prep. HPLC. 1H NMR (300 MHz, CDCl3) δ 7.95 (q, J=7.8, 1.8 Hz, 1H), 7.88 (s, 1H), 7.77 (bs, 1H), 7.40 (m, 1H), 7.04 (t, J=9.0 Hz, 1H), 6.98 (d, J=6.0 Hz, 1H), 5.78 (bs, 1H), 3.92 (s, 3H), 3.26 (s, 6H). HPLC ret. time 2.76 min, 10-100% CH3CN, 5 min gradient; ESI-MS m/z 273.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822451B2
Source datasetuspto-grants-2014_09
ORD IDord-18a8c311d6674535bedfabff52ff4e17
Source noteuspto-grants-2014_09