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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184672Generated: October 30, 2026

Boronic acid, 3-thienyl-, bis(1-methylethyl) ester → HCID 22478420, compound

https://huagongshe.com/reaction/2184672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoronic acid, 3-thienyl-, bis(1-methylethyl) esterHCID 22478368—
Reactant6-Bromo4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride saltHCID 22478375—
ProductHCID 22478420HCID 2247842051%

Reaction Steps

Using an analogous procedure to that described in Example 5 except that the reaction mixture was heated to reflux for 2 hours, 6-bromo4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride salt was reacted with di-isopropyl 3-thienylboronate to give 4-(3-chloro-4-fluoroanilino)-6-(3-thienyl)quinazoline in 51% yield, m.p. 195-197° C.; NMR Spectrum: 7.5 (t, 1H), 7.7-7.9 (m, 4H), 8.05 (m, 1H), 8.2 (m, 1H), 8.25 (m, 1H), 8.6 (s, 1H), 8.8 (d, 1H), 9.9 (broad s, 1H); Elemental Analysis: Found C, 57.8; H, 3.3; N, 10.6; C18H11ClFN3S 1.15H2O requires C, 57.4; H, 3.6; N, 11.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399602B1
Source datasetuspto-grants-2002_06
ORD IDord-75769c1640b944cfbfcd9240017e7a64
Source noteuspto-grants-2002_06