HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N3-(Imidazo[1,2-a]pyridin-7-ylmethyl)-N5-isobutyl-N5,4'-dimethylbiphenyl-3,5-dicarboxamide
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 | Imidazo(1,2-a)pyridin-7-ylmethanamine | HCID 55289825 | — |
| Reactant | 5-(Isobutyl(methyl)carbamoyl)-4'-methylbiphenyl-3-carboxylic acid | HCID 58188089 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N3-(Imidazo[1,2-a]pyridin-7-ylmethyl)-N5-isobutyl-N5,4'-dimethylbiphenyl-3,5-dicarboxamide | HCID 58188292 | — |
Reaction Steps
To a mixture of 5-(isobutyl(methyl)carbamoyl)-4′-methylbiphenyl-3-carboxylic acid (15 mg, 0.046 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (18 mg, 0.092 mmol), 1-hydroxybenzotriazole hydrate (7.0 mg, 0.046 mmol), and CH2Cl2 (2 mL) were added imidazo[1,2-a]pyridin-7-ylmethanamine (10 mg, 0.069 mmol) and N,N-diisopropylethylamine (12 μL, 0.069 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, 40-70% 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-b964ffc6c91841038fec823193e4ab16 |
| Source note | uspto-grants-2015_02 |