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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1891377Generated: November 1, 2026

Sodium Hydroxide → 1-[2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-6-methyl-4-trifluoromethyl-1H-pyrimidin-2-one

https://huagongshe.com/reaction/1891377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1,1,1-Trifluoro-2,4-pentanedioneHCID 73943—
ReactantHCID 68468856HCID 68468856—
SolventEthanolHCID 702—
SolventSulfuric AcidHCID 1118—
Product1-[2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-6-methyl-4-trifluoromethyl-1H-pyrimidin-2-oneHCID 68472325—

Reaction Conditions

Temperature80 °C

Reaction Steps

To [2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-urea (38 mg, 0.1 mmol) in 13% (v/v) H2SO4 in EtOH was added 1,1,1-trifluoro-2,4-pentanedione (15 μL, 0.15 mmol). The mixture was heated at 80° C. for 6 hrs, followed by neutralization with 6N NaOH solution. Purification by prep. LCMS yielded 1-[2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-6-methyl-4-trifluoromethyl-1H-pyrimidin-2-one 13-1. MS: 497.7 (M+H)+; tR=8.14 min (method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507536B2
Source datasetuspto-grants-2013_08
ORD IDord-ae34498e48374967985c3a82645ff36f
Source noteuspto-grants-2013_08