HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Dimethyl-1,3-oxazole-5-carboxylic acid | HCID 1132979 | — |
| Reactant | N-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 57749285 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino][1,2,4]triazolo[1,5-a]pyridin-6-yl}oxy)phenyl]-2,4-dimethyl-1,3-oxazole-5-carboxamide | HCID 57749383 | 63.5% |
Reaction Steps
In the same manner as in Example 55 and using 2,4-dimethyl-1,3-oxazole-5-carboxylic acid (51.8 mg, 0.367 mmol), tetrahydrofuran (5 mL), thionyl chloride (63.3 μL, 0.730 mmol), N,N-dimethylformamide (2 drops), N-[6-(3-amino-4-chlorophenoxy)[1,2,4]triazolo[1,5-a]pyridin-2-yl]cyclopropanecarboxamide (114 mg, 0.332 mmol) and N,N-dimethylacetamide (6 mL) as starting materials, the title compound (98.4 mg, 63%) was obtained as a pale-brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304557B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-162b1d3cb7ba4b3fa719e657b1ccd5ea |
| Source note | uspto-grants-2012_11 |