HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(1-Bromoethyl)-2-(trifluoromethyl)benzene | HCID 2775621 | — |
| Reactant | methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-hydroxythiophene-2-carboxylate | HCID 68766004 | — |
| Reactant | methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1H-imidazo[4,5-c]pyridin-1-yl]-3-hydroxythiophene-2-carboxylate | HCID 68766707 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate | HCID 68770304 | — |
Reaction Steps
In a similar manner as described for example B3, 8.0 g of an isomeric mixture of methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-hydroxythiophene-2-carboxylate and methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1H-imidazo[4,5-c]pyridin-1-yl]-3-hydroxythiophene-2-carboxylate (example C3) and 3.15 g of K2CO3 and 5.95 g of 1-(1-bromoethyl)-2-(trifluoromethyl)benzene in 240 ml anhydrous N,N-dimethylformamide yield compound B25a and compound B25b.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273890B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-d025a62bfec1478ca9652e63ff144685 |
| Source note | uspto-grants-2012_09 |