HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 3-Bromo-2-methyl-4-(4-trifluoromethyl-benzyl)-4h-thieno[3,2-b]pyrrole-5-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(Bromomethyl)-4-(trifluoromethyl)benzene | HCID 123062 | — |
| Reactant | methyl 3-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate | HCID 12025193 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 3-Bromo-2-methyl-4-(4-trifluoromethyl-benzyl)-4h-thieno[3,2-b]pyrrole-5-carboxylic acid methyl ester | HCID 58297711 | 114.6% |
Reaction Steps
A solution of 3-bromo-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylic acid methyl ester (8.3 g), 4-trifluoromethybenzyl bromide (8.4 g) and Cs2CO3 (25 g) was stirred for 14 h at room temperature. The reaction mixture was then diluted with 200 ml of 1:1 hexane/EtOAc and filtered through a pad of silica gel. The filtrate was concentrated to give 15 g of the crude title compound which was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404736B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-05175622692d4f40a0188c3b31a87abb |
| Source note | uspto-grants-2013_03 |