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]-1-ethyl-3-methyl-1H-pyrazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-Ethyl-3-methyl-1H-pyrazole-5-carboxylic acid | HCID 2743794 | — |
| 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]-1-ethyl-3-methyl-1H-pyrazole-5-carboxamide | HCID 57749224 | 54% |
Reaction Steps
In the same manner as in Example 18-4 and using 1-ethyl-3-methyl-1H-pyrazole-5-carboxylic acid (572 mg, 3.71 mmol), tetrahydrofuran (10 mL), oxalyl chloride (536 μL, 6.17 mmol), N-[6-(3-amino-4-methylphenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (200 mg, 0.619 mmol), N,N-dimethylformamide (1 drop) and N,N-dimethylacetamide (10 mL) as starting materials, the title compound (153 mg, 54%) was obtained as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304557B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-db4d49ec1fa541d08d2f366420e8a0bd |
| Source note | uspto-grants-2012_11 |