HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 5-chloro-N-[3-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-1-methyl-1H-pyrazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid | HCID 2735774 | — |
| Reactant | N-[6-(3-aminophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 57749117 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 5-chloro-N-[3-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-1-methyl-1H-pyrazole-4-carboxamide | HCID 57749106 | 9% |
Reaction Steps
In the same manner as in Example 18-4 and using 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid (291 mg, 1.81 mmol), tetrahydrofuran (10 mL), oxalyl chloride (236 μL, 2.72 mmol), N-[6-(3-aminophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (200 mg, 0.647 mmol), N,N-dimethylformamide (2 drops) and N,N-dimethylacetamide (10 mL) as starting materials, the title compound (25.0 mg, 9%) 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-16e17546e6bf4728b88d6085063519cb |
| Source note | uspto-grants-2012_11 |