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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373328Generated: October 30, 2026

3-Chloro-1-benzofuran-7-amine → 4-(3-Chlorobenzofuran-7-ylamino)-7-(2-pyrrolidin-1-ylethoxy)-5-cyclopentyloxyquinazoline dihydrochloride

https://huagongshe.com/reaction/1373328

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-1-benzofuran-7-amineHCID 22140749—
Reactant4-Chloro-5-cyclopentyloxy-7-(2-pyrrolidin-1-ylethoxy)quinazolineHCID 22140809—
Product4-(3-Chlorobenzofuran-7-ylamino)-7-(2-pyrrolidin-1-ylethoxy)-5-cyclopentyloxyquinazoline dihydrochlorideHCID 22140841—

Reaction Steps

Using an analogous procedure to that described in Example 47, 4-chloro-5-cyclopentyloxy-7-(2-pyrrolidin-1-ylethoxy)quinazoline (0.1 g) was reacted with 7-amino-3-chlorobenzofuran (0.051 g) to give the title compound, as a dihydrochloride salt (0.074 g), a portion of which was converted into the free base using an analogous procedure to that described in Example 3. The free base gave the following characterising data: NMR Spectrum: (CDCl3) 1.7–1.8 (m, 2H), 1.8–2.0 (m, 6H), 2.1–2.3 (m, 4H), 2.7 (br s, 4H), 3.02 (m, 2H), 4.3 (t, 2H), 5.08 (m, 1H), 6.61 (d, 1H), 6.84 (d, 1H), 7.3–7.45 (m, 2H), 7.65 (s, 1H), 8.64 (s, 1H), 8.76 (d, 1H), 10.3 (s, 1H); Mass Spectrum: M+H+ 493 and 495.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160891B2
Source datasetuspto-grants-2007_01
ORD IDord-cb0a4f9c3e4940a59de3c8ab1d18894f
Source noteuspto-grants-2007_01