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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948965Generated: October 31, 2026

Pyrrolidine → 4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(pyrrolidin-1-ylacetyl)pyrrolidin-2-yl]methoxy}quinazoline

https://huagongshe.com/reaction/1948965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(chloroacetyl)pyrrolidin-2-yl]methoxy}quinazolineHCID 68520143—
Product4-(3-Chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(pyrrolidin-1-ylacetyl)pyrrolidin-2-yl]methoxy}quinazolineHCID 6003669550%

Reaction Steps

Using a procedure similar to that described in Example 43, 4-(3-chloro-2-fluoroanilino)-7-methoxy-6-{[(2S)-1-(chloroacetyl)pyrrolidin-2-yl]methoxy}quinazoline (0.28 g) was reacted with pyrrolidine (2.5 ml) to give the title product as a foam (0.151 g, 50%); 1H NMR Spectrum: (CDCl3) 1.68-1.75 (m, 4H), 1.90-2.01 (m, 1H), 2.04-2.14 (m, 2H), 2.15-2.23 (m, 1H), 2.51-2.61 (m, 2H), 2.66-2.74 (m, 2H), 3.15-3.21 (d, 1H), 3.38-3.48 (m, 2H), 3.55-3.62 (m, 1H), 4.00-4.08 (m, 4H), 4.52-4.55 (d, 1H), 4.68-4.74 (t, 1H), 7.06-7.27 (m, 3H), 7.90-7.96 (m, 1H), 8.43 (s, 1H), 8.60 (s, 1H), 8.69 (s, 1H); Mass Spectrum: (M−H)− 512.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399667B2
Source datasetuspto-grants-2013_03
ORD IDord-8bbbe0b7c3254e8b883db1d000b253d0
Source noteuspto-grants-2013_03