HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl isocyanate → N-(tert-butyl)-4-((1R,2S)-2-(2-(4-(1H-tetrazol-1-yl)phenoxy)ethyl)cyclopropyl)piperidine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl isocyanate | HCID 62412 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-((1R,2S)-2-(2-(4-(1H-tetrazol-1-yl)phenoxy)ethyl)cyclopropyl)piperidine | HCID 86711185 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(tert-butyl)-4-((1R,2S)-2-(2-(4-(1H-tetrazol-1-yl)phenoxy)ethyl)cyclopropyl)piperidine-1-carboxamide | HCID 70856344 | — |
Reaction Steps
To a solution of 4-((1R,2S)-2-(2-(4-(1H-tetrazol-1-yl)phenoxy)ethyl)cyclopropyl)piperidine (20 mg, 0.064 mmol) in DMF (0.7 ml) under nitrogen at RT was added DIPEA (0.022 ml, 0.128 mmol) followed by t-butyl isocyanate (drop). At 20 minutes, LC/MS showed no SM left. Quenched with formic acid (4.90 μl, 0. The fractions containing product were collected and dried via GenoVac to afford the title compound. GPR119 Human EC50: 14.7 nM
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08957062B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6774ea93b18a48b1ae6a87a3235951ee |
| Source note | uspto-grants-2015_02 |