HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59367073, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl azide, trifluoro- | HCID 10986786 | — |
| Reactant | HCID 59367078 | HCID 59367078 | — |
| Catalyst | Copper Sulfate | HCID 24462 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59367073 | HCID 59367073 | — |
Reaction Steps
To a solution of (2S)-2-amino-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide LXXVI in a mixture of methanol (15 mL) and water (5 mL) was added Et3N (0.60 mL, 4.24 mmol) and CuSO4 (20 mg). The mixture was treated at 0° C. with freshly prepared solution of triflic azide (5.9 mmol) in DCM (10 mL). The mixture was stirred at r.t. for 48 h. The solvent was evaporated under reduced pressure and dissolved in EtOAc, washed with satd. aq. NaHCO3, water and dried over Na2SO4. The solvent was removed under vacuum to give crude (2S)-2-azido-3-(piperidin-4-yl)-N-(quinolin-3-yl) propanamide LXXVII (320 mg). ESIMS found for C17H20N6O m/z 325 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178490B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-6c1989ecb490405a968d5cdcfeb425c4 |
| Source note | uspto-grants-2012_05 |