HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67390883, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| 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 | 1-(Pyridin-2-yl)cyclopropanamine | HCID 11105409 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67390883 | HCID 67390883 | 74.1% |
Reaction Steps
To a solution of Boc-Ala (100 mg, 0.53 mmol), HATU (261 mg, 0.69 mmol) and triethylamine (0.15 mL, 1.1 mmol) in DMF (2 mL) was added a solution of 1-pyridin-2-yl-cyclopropylamine (80 mg, 0.60 mmol) in DMF (1 mL). The mixture was stirred for 1.5 h then diluted with EtOAc (30 mL), washed with water (3×30 mL), brine (1×25 mL), dried with MgSO4, filtered, and concentrated to afford a crude solid. The crude material was purified by flash chromatography on silica gel, eluting with Hex/EtOAc (50/50 to 75/25) to afford [(S)-1-(1-pyridin-2-yl-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (120 mg, 74%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552205B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e4d7788147c945f3a8cfb1e2b3cd5e6c |
| Source note | uspto-grants-2013_10 |