HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880092Generated: October 27, 2026
Water → 4-(2-(4-(Benzo[D]thiazol-2-ylamino)phenoxy)pyridin-3-YL)tetrahydro-2H-pyran-4-OL
https://huagongshe.com/reaction/1880092
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Benzo[d]thiazol-2-ylamino)phenol | HCID 59326813 | — |
| Reactant | 4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-OL | HCID 59327184 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-(2-(4-(Benzo[D]thiazol-2-ylamino)phenoxy)pyridin-3-YL)tetrahydro-2H-pyran-4-OL | HCID 59327008 | — |
Reaction Steps
To a solution of 4-(benzo[d]thiazol-2-ylamino)phenol (0.123 g, 0.507 mmol) and 4-(2-fluoropyridin-3-yl)tetrahydro-2H-pyran-4-ol (0.1 g, 0.507 mmol) in DMSO (1 mL) was added cesium carbonate (0.330 g, 1.014 mmol). The resulting mixture was heated to 100° C. and stirred overnight. Aqueous work up with multiple water and brine washes to remove DMSO and extraction with DCM. Purification by Biotage (0-10% MeOH/DCM) produced product. MS (ESI, pos. ion) m/z: 420 (M+1). IC50 (uM) +++++.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08318718B2 |
|---|
| Source dataset | uspto-grants-2012_11 |
|---|
| ORD ID | ord-499a6fdefd3d4df0b270c061fd3ae215 |
|---|
| Source note | uspto-grants-2012_11 |
|---|