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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405943Generated: November 2, 2026

Dichloromethane → HCID 51348456, compound

https://huagongshe.com/reaction/1405943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactant(5-(4-(4-((3-Fluorobenzyl)oxy)-3-chloroanilino)-6-quinazolinyl)-2-furancarboxaldehydeHCID 11181296—
Reactant2-(Methylsulfanyl)ethan-1-amine hydrochlorideHCID 22722792—
SolventDichloromethane methanolHCID 21226129—
ProductHCID 51348456HCID 5134845656%

Reaction Steps

10.0 g of compound 5-(4-(4-(3-fluorobenzyloxy)-3-chloroanilino)-6-quinazolinyl)furan-2-formaldehyde was dissolved in the mixture of dichloromethane/methanol (3:1). The mixture was added with 4.3 g of triethylamine, stirred for 10 min, added with 6.9 g of 2-methylthioethylamine hydrochloride, and stirred at room temperature. Upon consumption of the starting materials detected by TLC, 2.4 g of sodium borohydride was added in batches under ice-bath. Upon the end of reaction detected by TLC, dichloromethane (q.s.) was added. The mixture was washed with saturated ammonium chloride and then with saturated sodium chloride, dried over anhydrous sodium sulfate, and subjected to a column chromatography to obtain 6.5 g of yellow solid, yield 56%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916574B2
Source datasetuspto-grants-2014_12
ORD IDord-2312e9b02f144bfc9175e13ac8e7a7e6
Source noteuspto-grants-2014_12