HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Ammonia methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 67387291 | HCID 67387291 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Ammonia methanol | HCID 21705897 | — |
| Product | HCID 67387289 | HCID 67387289 | — |
Reaction Steps
To a stirred solution of ethyl 3-(3-amino-1H-indazol-6-yl)benzoate (160 mg) in 5 mL of pyridine was added the suspension of the above acid chloride in 4 mL of DMF at 0° C. Then the reaction was warmed up to room temperature gradually and stirred overnight. After the reaction was complete as monitored by reverse phase analytical liquid-chromatography electrospray mass spectrometry (LC-MS), 100 mL of dichloromethane was added and the resulting mixture was washed with brine. The organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica-gel chromatography with dichloromethane: 3.5 N ammonia methanol solution (50:1 v/v) to give the title compound (126 mg), MS m/z: 484.22 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987275B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-74a6075ef76e4733ab62fab71f31360b |
| Source note | uspto-grants-2015_03 |