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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186115Generated: October 31, 2026

Acetonitrile → Jnj-38893777

https://huagongshe.com/reaction/1186115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-Chloro-2-piperidin-1-yl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepineHCID 86615306—
ReactantHCID 178517884HCID 178517884—
SolventEthyl AcetateHCID 8857—
ProductJnj-38893777HCID 1674214635%

Reaction Steps

4-Chloro-2-piperidin-1-yl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepine. To a solution of 2-piperidin-1-yl-7-(3-trifluoromethyl-pyridin-2-yl)-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-4-ol (435 mg, 1.11 mmol) in CH3CN (9 mL) was added POCl3 (0.41 mL, 4.43 mmol). After 1.5 h at 80° C., the mixture was cooled to rt, diluted with EtOAc, and quenched slowly with satd. aq. NaHCO3. The organic layers were combined, dried (Na2SO4), and concentrated. The crude residue was purified (FCC) to give the title compound (160 mg, 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673895B2
Source datasetuspto-grants-2014_03
ORD IDord-b47b99acc18e474e8caea6b3aff953aa
Source noteuspto-grants-2014_03