HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | (1S)-1-(2-(trifluoromethyl)phenyl)ethan-1-ol | HCID 7003730 | — |
| Reactant | methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-hydroxythiophene-2-carboxylate | HCID 68766004 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-{(1R)-1-[2-(trifluoromethyl)phenyl]ethoxy}thiophene-2-carboxylate | HCID 68766285 | — |
Reaction Steps
In a similar manner as described for example B31, 7.3 g of methyl 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3H-imidazo[4,5-c]pyridin-3-yl]-3-hydroxythiophene-2-carboxylate, 5.0 g of (1S)-1-[2-(trifluoromethyl)phenyl]ethanol, 9.2 g of triphenylphosphine (polymer bound, ˜3 mmol/g) and 8.1 g of di-tert-butyl azodicarboxylate in 180 ml anhydrous dichloromethane yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273890B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-33facd9d90b34ca9897ee4bcde4b7fd5 |
| Source note | uspto-grants-2012_09 |