HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 68832183, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 68834593 | HCID 68834593 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68832183 | HCID 68832183 | 27.1% |
Reaction Steps
To a solution of crude (5-nitro-3-oxo-2,3-dihydro-indazol-1-yl)-acetic acid (0.14 g) in DMF, was added TBTU (0.20 g), followed by N,N-ethyldiisopropylamine (0.40 mL) and after 10 minutes methylamine (0.32 mL of a 2 M solution) was added. The reaction was stirred overnight and was quenched with 2N HCl (aq.) and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and evaporated. Flash column chromatography of the residue over silica gel afforded the desired N-methyl-2-(5-nitro-3-oxo-2,3-dihydro-indazol-1-yl)-acetamide (0.040 g) as a yellow solid. MS (ESI−):249.1 ([M−H]−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07528158B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-f7584a4eb44f43c5959d32f4da096e3c |
| Source note | uspto-grants-2009_05 |