HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-2,3-dimethylbutanamide → 5-[(1-Carbamoyl-1,2-dimethylpropyl)carbamoyl]3-chlorothieno[3,2-b]pyridine-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-2,3-dimethylbutanamide | HCID 9793773 | — |
| Reactant | 3-Chlorothieno[3,2-b]pyridine-5,6-dicarboxylic acid anhydride | HCID 13752485 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-[(1-Carbamoyl-1,2-dimethylpropyl)carbamoyl]3-chlorothieno[3,2-b]pyridine-6-carboxylic acid | HCID 13752502 | 75.6% |
Reaction Steps
2-Amino-2,3-dimethylbutyramide (0.71 g) all in one portion is added to a stirred solution of 3-chlorothieno[3,2-b]pyridine-5,6-dicarboxylic acid anhydride, (1.2 g) in THF (1.0 mL). After standing for five minutes, the ice bath is removed and the reaction stirred at room temperature for 28 hours. THF (5 mL) is added and the mixture heated at reflux for two hours and then set aside overnight. The cooled mixture is filtered and the collected solid washed with ether to give 1.4 g of the desired 5-[(1-carbamoyl-1,2-dimethylpropyl)carbamoyl]-3-chlorothieno[3,2-b]pyridine-6-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04752323 |
| Source dataset | uspto-grants-1988_06 |
| ORD ID | ord-af2ad98bc1264cf5af7c044953c311f0 |
| Source note | uspto-grants-1988_06 |