HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Tert-butyl(trans)-2-(1,1'-biphenyl-4-yl)cyclopropylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Boronic Acid | HCID 61668 | — |
| Reactant | tert-butyl ((1R,2S)-2-(4-bromophenyl)cyclopropyl)carbamate | HCID 86658779 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | Tert-butyl(trans)-2-(1,1'-biphenyl-4-yl)cyclopropylcarbamate | HCID 86658778 | — |
Reaction Steps
A solution of tert-butyl(trans)-2-(4-bromophenyl)cyclopropylcarbamate (Intermediate F; 1 equiv), 1.2 equiv of the boronic acid, 3.0 equiv of K2CO3 in CH3CN+H2O (4:1) was degassed for 30 mins with Argon gas, added 0.01 equiv of Pd (PPh3)4, heated the reaction mixture at reflux temp for 4 h. The progress of the reaction was monitored by TLC, after completion, poured the reaction mixture into water, extracted with EtOAc. The combined extracts were washed with water, brine, dried over anhydrous Na2SO4, filtered and evaporated. The crude residue was purified by column chromatography to get tert-butyl(trans)-2-(1,1′-biphenyl-4-yl)cyclopropylcarbamate derivative
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524717B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-40bdd2650dc84da68d73597eb7e292c0 |
| Source note | uspto-grants-2013_09 |