HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → (S)-3-[(3-amino-pyridine-2-carbonyl)-amino]-pentanoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 3-Aminopicolinic acid | HCID 73836 | — |
| Reactant | methyl (3S)-3-aminopentanoate hydrochloride | HCID 51358236 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | (S)-3-[(3-amino-pyridine-2-carbonyl)-amino]-pentanoic acid methyl ester | HCID 67503115 | 56% |
Reaction Steps
To a solution of 321 mg of 3-aminopyridine-2-carboxylic acid in pyridine (5.0 mL) is added 377 mg of 1,1′-carbonyldiimidazole and the mixture is stirred for 2 h at room temperature. The resulting mixture is treated with 300 mg of (S)-3-aminopentanoic acid methyl ester hydrochloride and the mixture is stirred for 16 h at room temperature. Then the solvent is removed under vacuum and the residue is purified by flash chromatography on silica gel to give 250 mg (56%) of (S)-3-[(3-amino-pyridine-2-carbonyl)-amino]-pentanoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501749B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-9da47911eac34ad88e2cbf809d4bb843 |
| Source note | uspto-grants-2013_08 |