HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 59635511, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanemethanamine | HCID 75646 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 5-(3-Formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxylic acid | HCID 59635506 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59635511 | HCID 59635511 | 19% |
Reaction Steps
To the reaction flask, 5-(3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxylic acid (43 mg, 0.16 mmol) was added to DMF (1 mL) along with HOBt (25 mg, 0.16 mmol), triethylamine (22 uL, 0.16 mmol) and cyclopropylmethylamine (11 mg, 0.16 mmol). The reaction mixture was stirred at room temperature for 5 minutes then EDC (31 mg, 0.16 mmol) was added. The reaction was allowed to stir for an additional 2 hours then diluted with water and filtered. The recovered solid was washed with more water followed by ethanol. The product, N-(cyclopropylmethyl)-5-(3-formylpyrazolo[1,5-a]pyrimidin-5-yl)thiophene-2-carboxamide, was collected as a solid in 19% yield. LCMS (M+1=327)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367681B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-d762ce8cc9ee4b349d43f06240cee033 |
| Source note | uspto-grants-2013_02 |