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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 899203Generated: October 27, 2026

(3-Cyano-5-fluorophenyl)boronic acid → 3-[(4,4-diethyl-1-methyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)amino]-5-fluorobenzonitrile

https://huagongshe.com/reaction/899203

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-Cyano-5-fluorophenyl)boronic acidHCID 23435605—
Reactant6-amino-4,4-diethyl-1-methyl-1,4-dihydro-2H-3,1-benzoxazin-2-oneHCID 69216326—
Product3-[(4,4-diethyl-1-methyl-2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)amino]-5-fluorobenzonitrileHCID 11314184—

Reaction Steps

Prepared from 6-amino-4,4-diethyl-1-methyl-1,4-dihydro-2H-3,1-benzoxazin-2-one and 5-fluoro-3-cyanophenylboronic acid according to the coupling protocol of example 1. 1H NMR (DMSO-d6): δ 8.74 (s, 1H), 7.20 (dd, J=8.6, 2.3 Hz, 1H), 7.09 (m, 2H), 7.02 (m, 1H), 6.99 (d, J=2.4 Hz, 1H), 6.94 (dt, J=11.7, 2.2 Hz, 1H), 3.28 (s, 3H), 2.01 (m, 4H), 0.82 (t, J=8.3 Hz, 6H); MS (ESI) m/z 354 ([M+H]+); MS (ESI) m/z 352 ([M−H]−). Anal. calcd for C20H20FN3O2: C, 67.97; H, 5.70; N, 11.89. Found: C, 64.95; H, 5.42; N, 11.05.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07354915B2
Source datasetuspto-grants-2008_04
ORD IDord-9ea787ed753b47de88b6098eaeb1d2d1
Source noteuspto-grants-2008_04