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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 388543Erstellt: 25. Oktober 2026

Sodium hydride → 2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methylpyrimidin-4-amine

https://huagongshe.com/reaction/388543

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
Edukt2-(Propane-2-sulfonyl)anilineHCID 12646366—
LösungsmittelN,N-dimethylformamide; methylsulfinylmethaneHCID 3013483—
Produkt2-chloro-N-(2-(isopropylsulfonyl)phenyl)-5-methylpyrimidin-4-amineHCID 59764473—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To a suspension of 730 mg of NaH in a mixture of DMF/DMSO (25/2.5 ml) is added drop-wise at 0° C., 2.53 g (12.69 mmol) of 2-(iso-propylsulfonyl)benzenamine in DMF/DMSO (10 ml, ratio 9/1). The solution is stirred 30 minutes at 0° C. and 4.11 g (25.3 mmol, 2 eq.) of 2,4-dichloro-5-methylpyrimidine diluted in 10 ml of DMF/DMSO (ratio: 9/1) is added dropwise. The solution is warmed-up to room temperature and stirred overnight. After work-up, the crude product is directly crystallized from cold CH3CN in several batches to afford 2-chloro-N-(2-(iso-propylsulfonyl)phenyl)-5-methylpyrimidin-4-amine as pale creamy colored crystals: ESMS m/z 326.1 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08377921B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-d7f9c8f2f662470e8b423f3a378c3743
Quellennotizuspto-grants-2013_02