HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 67372485, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 10315576 | HCID 10315576 | — |
| Reactant | NH4OH acetone | HCID 86617444 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67372485 | HCID 67372485 | — |
Reaction Steps
To a suspension of N-{[2-(Aminocarbonyl)-5-chloro-1H-indol-3-yl]sulfonyl}-N-methylglycine from Example 56 (10 mg, 0.029 mmol) in 1 mL of dichloromethane at room temperature was added oxalyl chloride (0.3 mL), followed by DMF (ca. 0.020 mL). After 20 minutes, the homogeneous mixture was concentrated in vacuo to give a yellow solid. This was taken up in 1 mL of acetone, and a solution of 10% NH4OH/acetone (2 mL) was added, whereupon a white precipitate formed. After two minutes, the solvent was decanted off, and the resulting solid was maintained in vac o until dry. Purification by preparative reversed phase HPLC provided the titled compound as a white solid. ESI+ MS: 345.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008295B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-56a0e9f811604f9d9a8470055a0a69a0 |
| Source note | uspto-grants-2011_08 |