HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86646061, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cyclopropanecarboxylic acid | HCID 15655 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 5-chlorothiazolo[5,4-b]pyridin-2-amine | HCID 4266064 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86646061 | HCID 86646061 | — |
Reaction Steps
To a solution of cyclopropanecarboxylic acid (129 mg, 1.50 mmol) in dichloromethane (5 ml) were added oxalyl chloride (190 mg, 1.50 mmol) and N,N-dimethylformamide (40 μL), and the mixture was stirred at room temperature for 1 hr. This is reaction mixture was added to a solution of 5-chloro[1,3]thiazolo[5,4-b]pyridin-2-amine (185 mg, 1.00 mmol) in tetrahydrofuran (10 mL) at 0° C., and the mixture was stirred for 2 hr. Water (10 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate (30 mLx3). The organic layer was concentrated under reduced pressure to give N-(5-chloro[1,3]thiazolo[5,4-b]pyridin-2-yl)cyclopropanecarboxamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697874B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-23e1b475b03c4d0d881dc12df96caed1 |
| Source note | uspto-grants-2014_04 |