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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33455Generated: October 28, 2026

Hydrochloric Acid → HCID 21906016, compound

https://huagongshe.com/reaction/33455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropylamineHCID 6363—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 21906031HCID 21906031—
SolventEthanolHCID 702—
SolventDiethyl EtherHCID 3283—
ProductHCID 21906016HCID 2190601662.9%

Reaction Steps

1-[(4-{[4-(4-chlorophenyl)pirimidin-2yl]amino}phenyl)carbonyl]piperidin-4-one (400 mg, 0.980 mmol) was dissolved in 10 mL EtOH along with isopropylamine (58 mg, 0.980 mmol). Sodium cyanoborohydride (62 mg, 0.986 mmol) was added and the mixture was stirred at room temperature for 18 hours. The reaction was quenched with water, extracted with ethyl acetate followed by flash chromatography (EtOAc/MeOH; 90:10) to give a residue. This was taken up in ETOH saturated (with HCl(g), diluted with ether, filtered to give 4-{[4-(4-chlorophenyl)pyrimidin-2-yl]amino}phenyl 4-[(methylethyl)amino]piperidyl ketone hydrochloride (0.150 g, 30% yield): HPLC Retention time; 6.02 min. (Method B) M+1; 450.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429599B2
Source datasetuspto-grants-2008_09
ORD IDord-c60a5c5bfc464bfb86c805bdab79f1d4
Source noteuspto-grants-2008_09