HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 90014762, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Diphenylphosphoryl azide | HCID 123414 | — |
| Reactant | HCID 90014767 | HCID 90014767 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 90014762 | HCID 90014762 | 62% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296757B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-a50183e3baec4821a6be96fd58abebdf |
| Source note | uspto-grants-2016_03 |