HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Pyrazinecarboxylic acid → HCID 22256455, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Pyrazinecarboxylic acid | HCID 1047 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | N-(t-butoxycarbonyl)-N-(2-pyridinylmethyl)-N'-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine | HCID 22018600 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22256455 | HCID 22256455 | 70.5% |
Reaction Steps
To a stirred solution of N-(t-butyloxycarbonyl)-N-(2-pyridinylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (183 mg, 0.40 mmol) in dry CH2Cl2 (5 mL) was added 2-pyrazinecarboxylic acid (68 mg, 0.55 mmol), N,N -diisopropylethylamine (0.21 mL, 1.21 mmol), 1-hydroxybenzotriazole hydrate (81 mg, 0.60 mmol) and 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide HCl (EDC) (115 mg, 0.60 mmol) and the mixture was stirred at room temperature for 20 hours. Following standard work-up procedures, the crude material was purified by column chromatography on silica gel (CH2Cl2/MeOH, 98:2 followed by 95:5) to give the desired amide (131 mg, 58%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07183273B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-711f739862a448beb9e0ed6e0a5adf1b |
| Source note | uspto-grants-2007_02 |