HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 52919611, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Chloro-3-(trifluoromethyl)benzoic acid | HCID 2773857 | — |
| Reactant | HCID 67203782 | HCID 67203782 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 52919611 | HCID 52919611 | — |
Reaction Steps
6-(6-(3-Aminophenyl)-1H-indol-1-yl)pyrimidin-4-amine (15 mg, 0.050 mmol), 4-chloro-3-(trifluoromethyl)benzoic acid (16.8 mg, 0.075 mmol) and HOBt (6.8 mg, 0.050 mmol) were dissolved in THF (1 mL). At room temperature, EDCI (28.8 mg, 0.15 mmol) was added. The reaction solution was stirred at room temperature for 15 hours and the reaction mixture was added to saturated sodium bicarbonate aqueous solution. After adding water and ethyl acetate, the aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with brine, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. Purification of the residue by column chromatography (silica gel, EA:Hx=1:4→MC:MeOH=20:1) yielded the target compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765749B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-8900a4ee73b24523b2070ac055f651ad |
| Source note | uspto-grants-2014_07 |