HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 59822068, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 59822061 | HCID 59822061 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59822068 | HCID 59822068 | — |
Reaction Steps
430 mg 15α-(4-morpholin-4-yl-4-oxobutyl)-17-oxoestra-1(10),2,4-triene-3-carboxylic acid is dissolved in DCM. 3 eq NH3 solution (0.5 M in 1,4 dioxane), 3 eq 4-methyl morpholine, 1.75 eq hydroxybenztriazole and 2 eq EDCl are added slowly in an ice-bath. After stirring at RT for a couple of hours, the reaction mixture is left over night without stirring. The mixture is extracted twice with NaHCO3 (5% in H2O), twice with 1M KHSO4 and with brine. The combined organic layers are dried (Na2SO4) and the solvent removed. Purifying by column chromatography (EtOAc/EtOH, 25:1) gives 135 mg pure 15α-(4-morpholin-4-yl-4-oxobutyl)-17-oxoestra-1(10),2,4-triene-3-carboxamide (EXAMPLE 1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288367B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-24bc050d766a46cca6f6b46cd664a0d3 |
| Source note | uspto-grants-2012_10 |