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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422986Generated: October 25, 2026

Diglyme → 4-(4-Methyl-piperazin-1-yl)-6,7,8,9-tetrahydro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamine

https://huagongshe.com/reaction/1422986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiglymeHCID 8150—
ReactantEthyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylateHCID 312340—
ReactantChloroformamidinium chlorideHCID 3084509—
ReactantHCID 178508937HCID 178508937—
Product4-(4-Methyl-piperazin-1-yl)-6,7,8,9-tetrahydro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamineHCID 25226775—

Reaction Conditions

Temperature160 °C

Reaction Steps

2-Amino-6,7,8,9-tetrahydro-1H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one A 48 mL sealed tube was charged with 3-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid ethyl ester (2.8 g, 12.3 mmol), chloroformamidine hydrochloride (2.0 g, 17.2 mmol), and diethylene glycol dimethyl ether (24.6 mL). The tube was sealed and heated to 160° C. for 12 h with vigorous stirring. Filtration afforded the desired compound as a beige solid (2.6 g). MS: No signal. 1H NMR (400 MHz, d6-DMSO) δ ppm 2.84-2.73 (m, 2H), 2.58-2.51 (m, 2H), 1.89-1.70 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927555B2
Source datasetuspto-grants-2015_01
ORD IDord-2aa01463048047c08e3ca34557402dc5
Source noteuspto-grants-2015_01