HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 59314196, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-Cyclobutyloxy-3-methylbenzoic acid | HCID 59314155 | — |
| Reactant | HCID 68590679 | HCID 68590679 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59314196 | HCID 59314196 | 84% |
Reaction Steps
To a solution of 2-cyclobutoxy-3-methyl-benzoic acid (127 mg, 0.61 mmol), 2-Amino-3-fluoro-indan-2-carboxylic acid ethyl ester (265) (165 mg, 0.74 mmol), HATU 352 mg, 0.93 mmol) in anhydrous DMF (10 mL) is added DIPEA (204 μL, 1.23 mmol). The resulting solution is stirred at RT overnight. After the removal of DMF in vacuo, the residue is suspended in H2O (50 mL) and washed with EtOAc (3×50 mL). Organics are combined and washed successively with NaHCO3 and brine, and then the organic layer is dried over anhydrous Na2SO4 and concentrated in vacuo. The residue is purified by flash column chromatography (12 g silica gel, gradient elution: 0%-20% EtOAc in heptane) to give a pure product (266) as a colorless oil (210 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569535B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-2d5d55d1106b46c09ee11be5b112c730 |
| Source note | uspto-grants-2013_10 |