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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403324Generated: November 4, 2026

Water → HCID 68325483, compound

https://huagongshe.com/reaction/2403324

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetonitrileHCID 6342—
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 68325557HCID 68325557—
SolventTetrahydrofuran ethyl acetateHCID 21939870—
ProductHCID 68325483HCID 6832548370.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

(R)-tert-Butyl 2-(4-(5-(difluoromethoxy)pyrimidin-2-ylamino)phenyl)morpholine-4-carboxylate (58 mg) was combined with acetonitrile (2 ml) and water (6 ml). Trifluoroacetic acid (138 μl) was added. The vial was capped and shaken at 80° C. for 4 hours. The reaction mixture was then poured into EtOAc/THF (1:1) and washed with 1 M aq. NaOH. The organic layer was separated, dried over Na2SO4 and concentrated in vacuo. The crude material was purified by flash column chromatography (Isolute® Flash-NH2 from Separtis; gradient: heptane/EtOAc/MeOH) to afford (R)-5-(difluoromethoxy)-N-(4-(morpholin-2-yl)phenyl)pyrimidin-2-amine (31 mg, 70%) as a white solid. MS (ISP): 323.1 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802673B2
Source datasetuspto-grants-2014_08
ORD IDord-aaeb6efb572944398889be9327598901
Source noteuspto-grants-2014_08