HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 73154544, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Benzoyl-2-isopropylhydrazine | HCID 18869 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 68798163 | HCID 68798163 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 73154544 | HCID 73154544 | 18.2% |
Reaction Steps
A solution of 3-(2′,3′-dimethyl-biphenyl-2-yl)-acrylic acid (120 mg, 0.40 mmoles) and benzoic acid N′-isopropyl-hydrazide (71 mg, 0.40 mmoles) in DMF (4 mL) was treated with triethylamine (0.16 mL, 1.19 mmoles), HOBT (64 mg, 0.48 mmoles) and EDCI (91 mg, 0.48 mmol) at room temperature for 48 h. The reaction mixture was partitioned between 1N HCl and ethyl acetate. The organic layer was washed successively with water, 1N NaOH and brine, then dried over sodium sulfate, filtered and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 20-50% ethyl acetate/hexanes gradient to afford the product as a solid (30 mg, 18%). LC-MS m/e 403.49(M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07485752B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-9dca103e69ad4750a2a8d4024d80dfb1 |
| Source note | uspto-grants-2009_02 |