HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-[(E)-[amino-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]methylidene]amino]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 1-(Quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine-6-carbohydrazonamide | HCID 66927091 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(E)-[amino-[3-(quinolin-6-ylmethyl)triazolo[4,5-b]pyrazin-5-yl]methylidene]amino]acetamide | HCID 68050620 | 70.6% |
Reaction Steps
To a solution of 1-(quinolin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine-6-carbohydrazonamide (25 mg, 0.078 mmol) in DMSO (1 mL) and DCM (2.0 mL), was added pyridine (6.19 mg, 0.078 mmol) and acetic anhydride (10.39 mg, 0.102 mmol). After stirring overnight, the reaction mixture was filtered. The solid was washed with EtOH, H2O and EtOH to give 19.9 mg of title compound in 67% yield. 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.48 (d, 1H), 8.88 (d, 1H), 8.34 (d, 1H), 8.05 (s, 1H), 8.01 (d, 1H), 7.86 (d, 1H), 7.53 (dd, 1H), 6.20 (s, 2H), 2.24 (s, 1H), 2.00 (s, 1H). LCMS (method B): [MH]+=362, tR=1.60 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08497368B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-e6a9bb4bdd1e417e9990b4188a472ba5 |
| Source note | uspto-grants-2013_07 |