HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 70683860, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Amantadine Hydrochloride | HCID 64150 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86708921 | HCID 86708921 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 70683860 | HCID 70683860 | — |
Reaction Steps
To adamantyl amine hydrochloride (26 mg, 0.11 mmol) in DMSO (700 mg), were successively added DIPEA (78 mg, 0.60 mmol), i-PrOH (10 mL), 2-(6,6-dioxido-7-(2,4,6-trichlorophenyl)-6-thia-5,7-diazaspiro[2.5]octane-5-yl)acetic acid (50 mg, 0.13 mmol), EDCI (46 mg, 0.22 mmol) and HOBt (37 mg, 0.22 mmol), and agitated for 12 hr at room temperature. After concentration at 50° C. under reduced pressure, the resultant was added with saturated NH4Cl solution (20 mL), kept to stand for 1 hr for crystallization, filtered and washed three times with water (20 mL). The filtered solid was purified by column chromatography (dichloromethane:methanol=97:3) to yield the compound of interest (40 mg, 63%, white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073906B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-04b1397c9d0a443b9137116ac2122cfe |
| Source note | uspto-grants-2015_07 |