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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358283Generated: November 1, 2026

Glycol monoethyl ether → HCID 5328423, compound

https://huagongshe.com/reaction/1358283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycol monoethyl etherHCID 8076—
Reactant3-BromoanilineHCID 11562—
Reactant4-chloropyrido[3',2':4,5]thieno[3,2-d]pyrimidineHCID 2779599—
ProductHCID 5328423HCID 532842339.4%

Reaction Steps

A mixture of 4-chloropyrido[3′, 2′; 4,5]thieno[3,2-d]pyrimidine (72 mg, 0.32 mmol) (see previous experimental), 3-bromoaniline (0.04 mL, 0.37 mmol) and 2-ethoxyethanol (5 mL) is heated under N2 with stirring at 135 C. for 3 h. Upon cooling a solid precipitates. The solid is collected by filtration, washed with acetone and dried in a vacuum oven at ˜80 C. to give 4-(3-bromoanilino)pyrido[3′, 2′; 4,5]thieno[3,2-d]pyrimidine (45 mg, 39.4%). 1H NMR (DMSO) δ9.96 (1H, s), 8.88 (1H, dd, J=4.6, 1.7 Hz), 8.85 (1H, s), 8.72 (1H, dd, J=8.0, 1.7 Hz), 8.20 (1H, t, J=2.0 Hz), 7.84 (1H, ddd, J=8.0, 2.0, 1.3 Hz), 7.69 (1H, dd, J=8.0, 4.7 Hz), 7.39-7.31 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596726B1
Source datasetuspto-grants-2003_07
ORD IDord-5004366b9eee443390069669f75551bd
Source noteuspto-grants-2003_07