Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | HCID 57908839 | HCID 57908839 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 57908849 | HCID 57908849 | 34% |
Reaction Steps
7.1 93 mg of 3-chlorobenzoyl chloride are added to a mixture of 200 mg of tert-butyl-3-amino-5-[3-(2,5-difluorobenzyl)ureido]indazole-1-carboxylate (0.48 mmol, preparation analogous to Example 1.1), 2.0 ml of pyridine, 8 mg of 4-(dimethylamino)pyridine and 100 μl of dioxane, and the mixture is stirred at 90° C. for 24 hours. After cooling, the batch is evaporated, and the residue is purified by column chromatography on silica gel (eluent:heptane/EA 3:2), giving 90 mg of tert-butyl 3-(3-chlorobenzoylamino)-5-[3-(2,5-difluorobenzyl)ureido]indazole-1-carboxylate (34%), MS-FAB (M+H+)=556.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08207210B2 |
|---|
| Source dataset | uspto-grants-2012_06 |
|---|
| ORD ID | ord-2daf8aeaa1e94761927d7701e1e53ae7 |
|---|
| Source note | uspto-grants-2012_06 |
|---|
