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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585630Generated: October 25, 2026

Triethylamine → (4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(2-((2-iso-propyl-sulphonyl-ethylamino)-methyl)-furan-2-yl)-quinazolin-4-yl)-amine

https://huagongshe.com/reaction/585630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium borohydrideHCID 4311764—
Reactant(5-(4-(4-((3-Fluorobenzyl)oxy)-3-chloroanilino)-6-quinazolinyl)-2-furancarboxaldehydeHCID 11181296—
ReactantMeOH tetrahydrofuranHCID 21899815—
Reactant2-(Isopropylsulfonyl)ethanamine hydrochlorideHCID 50944337—
Product(4-(3-Fluorobenzyloxy)-3-chlorophenyl)-(6-(2-((2-iso-propyl-sulphonyl-ethylamino)-methyl)-furan-2-yl)-quinazolin-4-yl)-amineHCID 86599010—

Reaction Steps

The title compound and its hydrochloride salt are prepared according to Procedure D utilizing 5-{4-[4-(3-fluoro-benzyloxy)-3-chloroanilino]-6-quinazolinyl}-2-furaldehyde (0.317 mmol, 0.15 g), Isopropylsulfonylethyl amine hydrochloride salt (0.475 mmol, 0.105 g) in the presence of Et3N (0.95 mmol, 0.13 mL) and NaBH4 (1.1 mmol, 0.041 g) in THF/MeOH. 1H NMR (DMSO-d6) 11.74 (bs, 1H); 9.90 (bs, 2H); 9.63 (s, 1H); 8.91 (s, 1H); 8.42 (d, 1H); 8.04 (m, 1H); 7.95 (d, 1H); 7.81 (d, 1H); 7.47 (m, 1H); 7.37-7.28 (m, 4H); 7.18 (m, 1H); 6.83 (m, 1H); 5.29 (s, 2H); 4.45 (s, 2H); 3.72-3.39 (m, 5H); 1.26 (d, 6H). Electrospray MS 609.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933299B1
Source datasetuspto-grants-2005_08
ORD IDord-474f53f8d2b84fedb2807d9848fd5e09
Source noteuspto-grants-2005_08