HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylisobutylamine → Ethyl 5-(isobutyl(methyl)carbamoyl)-4'-methylbiphenyl-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylisobutylamine | HCID 12249 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 5-(Ethoxycarbonyl)-4'-methylbiphenyl-3-carboxylic acid | HCID 58187957 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 5-(isobutyl(methyl)carbamoyl)-4'-methylbiphenyl-3-carboxylate | HCID 58188205 | — |
Reaction Steps
To a mixture of 5-(ethoxycarbonyl)-4′-methylbiphenyl-3-carboxylic acid (260 mg, 0.91 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (350 mg, 1.8 mmol), 1-hydroxybenzotriazole hydrate (140 mg, 0.91 mmol), CH2Cl2 (5 mL) were added N-methylisobutylamine (120 mg, 1.4 mmol) and N,N-diisopropylethylamine (0.24 mL, 1.4 mmol). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by silica gel column (0-60% EtOAc/hexane) to yield a syrup. LC-MS: 354.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-4ddd47249de341398dd46d813e03366e |
| Source note | uspto-grants-2015_02 |