HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 42634921, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 1-(Trifluoromethyl)cyclopropane-1-carboxylic acid | HCID 2778306 | — |
| Reactant | (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline | HCID 28293305 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 42634921 | HCID 42634921 | — |
Reaction Steps
A mixture of 1-(trifluoromethyl)cyclopropane carboxylic acid (0.36 g, 2.3 mmol), DIEA (0.41 mL, 2.3 mmol), and diphenylphosphoryl azide (0.51 mL, 2.3 mmol) in p-dioxane (8 mL) was stirred at RT for 1 h. (R)-1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (0.500 g, 1.8 mmol) was added and the mixture was heated to reflux for 16 h. The mixture was cooled, concentrated and purified by ISCO (0-40% EtOAc/hexanes) to give the title compound. MS (ESI, positive ion) m/z: 429 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476297B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-33b22130b1b841c4847878a760cde656 |
| Source note | uspto-grants-2013_07 |