HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid | HCID 820565 | — |
| Reactant | N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 57749401 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-[5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)-2-methylphenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide | HCID 57749152 | 61% |
Reaction Steps
In the same manner as in Example 55 and using 3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (98.0 mg, 0.632 mmol), tetrahydrofuran (5 mL), thionyl chloride (109 μL, 1.25 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (185 mg, 0.572 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (160 mg, 61%) was obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304557B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-62cb0aa0f3474c79b7ab65e76b843128 |
| Source note | uspto-grants-2012_11 |