HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2-Methyl-1,3-thiazol-4-yl)methanol → 2-Amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-[(2-methyl-1,3-thiazol-4-yl)-methoxy]-3,5-pyridinedicarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2-Methyl-1,3-thiazol-4-yl)methanol | HCID 10582809 | — |
| Reactant | 2-Amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrile | HCID 17976005 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-Amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-[(2-methyl-1,3-thiazol-4-yl)-methoxy]-3,5-pyridinedicarbonitrile | HCID 10158158 | — |
Reaction Steps
100 mg (0.26 mmol) of 2-amino-4-(2,3-dihydro-1,4-benzodioxin-6-yl)-6-(phenylsulfanyl)-3,5-pyridinedicarbonitrile [prepared analogously to Kambe et al., Synthesis, 531-533 (1981)] are, together with 44 mg (0.39 mmol) of potassium tert-butoxide and 334 mg (2.59 mmol) of (2-methyl-1,3-thiazol-4-yl)methyl alcohol, stirred in 5 ml of 1,2-dimethoxyethane at room temperature overnight. The reaction solution is concentrated under reduced pressure and the residue is then purified by preparative HPLC on reversed-phase silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855219B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-fc34d274ab024ac089b949f4b29fd60b |
| Source note | uspto-grants-2010_12 |