HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine, hydrochloride → HCID 67178126, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67179880 | HCID 67179880 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67178126 | HCID 67178126 | 55.1% |
Reaction Steps
4-(2-(3-Ethoxy-3-oxopropyl)-5-(4-methoxyphenyl)-1H-pyrrol-1-yl)-3-methylbenzoic acid (44 mg) was treated with TBTU (42 mg), DPPA (10 μL) and dimethylamine HCl (14 mg) in DCM (4 mL) over 8 h at room temperature. The reaction mixture was diluted with EtOAc (15 mL), washed with 0.5 N HCl (8 mL), saturated NaHCO3 (8 mL), and Brine (8 mL). After removal of solvents, the residue was purified by flash silcal gel chromatography to afford ethyl 3-(5-(4-methoxyphenyl)-1-(2-methyl-4-(methylcarbamoyl)phenyl)-1H-pyrrol-2-yl)propanoate (25 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09138427B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-f0113cde304a417596b8cbc063c314e5 |
| Source note | uspto-grants-2015_09 |