HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Methyl 3-[1-(4-chlorobenzyl)-3-methyl-5-(benzothiazol-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Bromomethyl)-1,3-benzothiazole | HCID 2776258 | — |
| Reactant | HCID 15229448 | HCID 15229448 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 3-[1-(4-chlorobenzyl)-3-methyl-5-(benzothiazol-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate | HCID 19027121 | — |
Reaction Steps
A solution of methyl 3-[1-(4-chlorobenzyl)-3-methyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate (Preparation 1) (200 mg), 2-bromomethylbenzothiazole (147 mg), Cs2CO3 (263 mg) in 3 mL CH3CN and 3 mL DMF was stirred at 60° C. for 4 hours. The mixture was poured onto water, extracted with EtOAc, washed twice with brine, dried (MgSO4), and evaporated. Chromatography of the residue on silica gel eluting with hexane/EtOAc 4:1 provided the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05308850 |
| Source dataset | uspto-grants-1994_05 |
| ORD ID | ord-cb945578418c45a1aec550a7510a41c0 |
| Source note | uspto-grants-1994_05 |