HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hydroxybenzotriazole → HCID 58236936, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-(Benzylthio)-3,3-dimethoxypropan-1-amine | HCID 57475990 | — |
| Reactant | HCID 58237102 | HCID 58237102 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58236936 | HCID 58236936 | 50.1% |
Reaction Steps
To an ice-cooled and stirred mixture of 7-hydroxy-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylic acid (2.1 g) and 2-(benzylsulfanyl)-3,3-dimethoxypropan-1-amine (2.9 g) in N,N-dimethylformamide (50 mL) were added 1-hydroxybenzotriazole (1.1 g), and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.6 g). After stirred at 4° C. to room temperature for 15 h, the reaction mixture was concentrated in vacuo and the residue was purified by silica gel chromatography (ethyl acetate:hexane=35:65 to 60:40, volume ratio) to give light yellow crystals, which were washed with ethyl acetate-hexane to give the title compound (1.73 g, 50%) as pale yellow needles. MS 569 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673942B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-d1b6df01d1b94c8d8abdc321b24a0293 |
| Source note | uspto-grants-2014_03 |