HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylamine → HCID 68740396, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | rac-(1R,2R)-2-(4-bromophenyl)cyclopropane-1-carboxylic acid | HCID 12586658 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 68740396 | HCID 68740396 | — |
Reaction Steps
To a solution of (1R,2R)-2-(4-bromophenyl)cyclopropanecarboxylic acid from Step 1 (300 mg, 1.24 mmoles) in dimethylformamide (5 mL) at room temperature was added HATU (500 mg, 1.31 mmoles) followed by cyclopropylamine (0.44 mL, 6.2 mmoles). The reaction mixture was stirred overnight and diluted with half-saturated sodium bicarbonate aqueous solution (50 mL), ether (50 mL) and ethyl acetate (50 mL). The phases were separated and the organic layer was washed with water twice (30 mL each portion), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified onto a short column of silica gel using 50% ethyl acetate diethyl ether to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687524B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-d92856f0079a467599587fa51f2d287d |
| Source note | uspto-grants-2010_03 |