HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → HCID 21949172, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 69312861 | HCID 69312861 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 21949172 | HCID 21949172 | — |
Reaction Steps
While a mixture of N1-methyl-5-(2-amino-4-pyridyl)oxy-3-chloro-1H-1-indolecarboxamide (850 mg, Production example 102-1), triethylamine (0.37 ml), pyridine (320 mg) and N,N-dimethylformamide (10 ml) was cooled with ice and sodium chloride, phenyl chloroformate (630 mg) was added dropwise to the mixture. Aqueous solution of sodium hydrogencarbonate was added thereto after stirring for 20 minutes; extraction was performed with ethyl acetate; and purification was performed by silica gel column chromatography (ethyl acetate). The crystals precipitated by adding ethyl acetate to the residue were filtered off to yield the title compound as white crystals (160 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07468380B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-0266ec46f8374e7f9e9d323480ae01e9 |
| Source note | uspto-grants-2008_12 |