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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 930964Generated: October 31, 2026

Tetrahydrofuran → HCID 90014762, compound

https://huagongshe.com/reaction/930964

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantDiphenylphosphoryl azideHCID 123414—
ReactantHCID 90014767HCID 90014767—
SolventWaterHCID 962—
ProductHCID 90014762HCID 9001476262%

Reaction Steps

A mixture comprising 3.05 g (7.93 mmol) (RS)-6-{[7-(hydroxymethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl]amino}-1,3-benzothiazol-2(3H)-one (prepared according to example 18), 140 mL tetrahydrofuran, 2.91 mL diphenyl phosphorazidate and 1.66 mL 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine was heated in a pressure tube at 100° C. overnight. Water was added, the mixture extracted with ethylacetate, the combined organic layers were washed with brine and dried over sodium sulphate. After filtration and removal of the solvents, the residue was purified by crystallization from ethanol to give 2.01 g (62%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296757B2
Source datasetuspto-grants-2016_03
ORD IDord-a50183e3baec4821a6be96fd58abebdf
Source noteuspto-grants-2016_03