HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 44213936, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 3-[6-(4-t-Butylphenylsulfonylamino)-5-(2-methoxyphenoxy)-2-morpholino-4-pyrimidinyloxy]propionic acid | HCID 15381103 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44213936 | HCID 44213936 | 37.3% |
Reaction Steps
3-[6-(4-t-Butylphenylsulfonylamino)-5-(2-methoxyphenoxy)-2-morpholino-4-pyrimidinyloxy]propionic acid (121 mg) was dissolved in methylene chloride (0.9 ml). Oxalyl chloride (27 mg) and dimethylformamide (1 droplet) were added, and the mixture was stirred for 30 minutes at room temperature. 2-Aminopyridine (38 mg) was added, and the mixture was stirred overnight at room temperature. After the solvent was evaporated, ethyl acetate was added. The organic layer was successively washed with 0.5N-HCl, sat. aq. NaHCO3, and brine, dried over anhydrous sodium sulfate, and evaporated. The residue was purified by silica gel column chromatography (chloroform:methanol=10:1), to thereby obtain 51 mg (yield: 37%) of the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05883092 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-1ad49222903e445c89dd92e534d14971 |
| Source note | uspto-grants-1999_03 |