Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037234Generated: November 3, 2026

3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one → 3-[4-(1-Amino-cyclobutyl)-phenyl]-8-difluoromethoxy-2-phenyl-pyrano[2,3-c]pyridin-4-one

https://huagongshe.com/reaction/1037234

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[4-(1-Amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-oneHCID 51030598—
Reactant{1-[4-(8-Difluoromethoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl esterHCID 67067822—
Product3-[4-(1-Amino-cyclobutyl)-phenyl]-8-difluoromethoxy-2-phenyl-pyrano[2,3-c]pyridin-4-oneHCID 5102959046%

Reaction Steps

Following the procedure used to prepare 3-[4-(1-amino-cyclobutyl)-phenyl]-6-fluoro-2-phenyl-chromen-4-one, {1-[4-(8-difluoromethoxy-4-oxo-2-phenyl-4H-pyrano[2,3-c]pyridin-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester was reacted to give the title compound as a pale orange solid (9 mg, 46%). 1H NMR (400 MHz, DMSO-d6): δ 8.26 (d, J=5 Hz, 1H), 7.90 (t, J=72 Hz, 1H), 7.80 (d, J=5 Hz, 1H), 7.44-7.35 (m, 7H), 7.16-7.13 (m, 2H), 2.40-2.32 (m, 2H), 2.12-2.04 (m, 2H), 2.04-1.95 (m, 1H), 1.70-1.61 (m, 1H). LCMS (Method E): RT=3.74 min, [M+Na]+=457.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546376B2
Source datasetuspto-grants-2013_10
ORD IDord-557243703db64e7abe3196588101ba1f
Source noteuspto-grants-2013_10