HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4'-Methyl-N-((6-methylpyridin-3-yl)methyl)-5-(3-morpholinopyrrolidine-1-carbonyl)biphenyl-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 4-(Pyrrolidin-3-yl)morpholine | HCID 14627373 | — |
| Reactant | 4'-Methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)biphenyl-3-carboxylic acid | HCID 58188051 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4'-Methyl-N-((6-methylpyridin-3-yl)methyl)-5-(3-morpholinopyrrolidine-1-carbonyl)biphenyl-3-carboxamide | HCID 58188036 | — |
Reaction Steps
To a mixture of 4′-methyl-5-((6-methylpyridin-3-yl)methylcarbamoyl)-biphenyl-3-carboxylic acid (55 mg, 0.15 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (58 mg, 0.30 mmol), 1-hydroxybenzotriazole hydrate (23 mg, 0.15 mmol), and CH2Cl2 (3 mL) were added 4-(pyrrolidin-3-yl)morpholine (48 mg, 0.30 mmol) and N,N-diisopropylethylamine (53 μL, 0.30 mmol). The mixture was stirred at room temperature overnight, and then concentrated in vacuo. The residue was purified by preparative HPLC (100×21.2 mm C18 column, 30-60% MeCN/water[10 mM Et2NH]) to afford a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946439B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-3f6d796c106e47a7b9b3aebb33074ca6 |
| Source note | uspto-grants-2015_02 |