HuagongsheHuagongshe Chemistry Print Report · For research reference only
o-Phenylbenzoic acid → HCID 86641474, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | o-Phenylbenzoic acid | HCID 70357 | — |
| 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 | Ethyl 2-amino-2,3-dihydro-1H-indene-2-carboxylate | HCID 10921653 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86641474 | HCID 86641474 | 93.3% |
Reaction Steps
To a solution of biphenyl-2-carboxylic acid (289 mg, 1.46 mmol), 2-amino-indan-2-carboxylic acid ethyl ester (300 mg, 1.46 mmol), HATU (666 mg, 1.75 mmol) in anhydrous DMF (1.8 mL) is added DIPEA (3814, 2.19 mmol). The resulting solution is stirred at RT overnight. Poured reaction into water (10 mL) and extracted with EtOAc (3×5 mL). The combined organic layers are concentrated in vacuo and the residue purified by flash column chromatography (12 g silica gel, gradient elution: 0-30% EtOAc in heptane) to give product (245) as off-white solid (525 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569535B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-fde830cb946a4bf4b9f757a0d856a199 |
| Source note | uspto-grants-2013_10 |