HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-2-methyl-2H-tetrazole-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-methyl-2H-1,2,3,4-tetrazole-5-carboxylic acid | HCID 323194 | — |
| Reactant | 1,3-dimethyl-N-[3-({2-[(trifluoroacetyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-1H-pyrazole-5-carboxamide | HCID 57749269 | — |
| Reactant | N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide | HCID 57749361 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)phenyl]-2-methyl-2H-tetrazole-5-carboxamide | HCID 57749200 | 54.2% |
Reaction Steps
In the same manner as in Example 7-4 and using a mixture of 1-methyl-1H-tetrazole-5-carboxylic acid (1) and 2-methyl-2H-tetrazole-5-carboxylic acid (2) ((1):(2)≈1:1, 200 mg, 1.56 mmol), oxalyl chloride (141 μL, 1.72 mmol), N-[6-(3-aminophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (70.0 mg, 0.227 mmol), tetrahydrofuran (10 mL), N,N-dimethylformamide (1 drop) and N,N-dimethylacetamide (3 mL) as starting materials, the title compound (51.5 mg, 54%) 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-4578945f6fe04e568cee5385ec49218b |
| Source note | uspto-grants-2012_11 |