HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl carbazate → N'-(2-ethyl-6-methyl-pyridine-4-carbonyl)-hydrazinecarboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl carbazate | HCID 70091 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-Ethyl-6-methylisonicotinic acid | HCID 58418097 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | N'-(2-ethyl-6-methyl-pyridine-4-carbonyl)-hydrazinecarboxylic acid tert-butyl ester | HCID 67520248 | — |
Reaction Steps
To a solution of 2-ethyl-6-methyl-isonicotinic acid (0.53 g, 3.2 mmol), hydrazinecarboxylic acid tert.-butyl ester (0.43 g, 3.2 mmol) and DIPEA (0.85 mL) in DMF (10 mL) is added TBTU (1.23 g, 3.8 mmol). The mixture is stirred at rt for 3 h. The mixture is diluted with 1M aq. NaOH (50 mL) and extracted with Et2O-EA (1:1, 3×50 mL). The organic extracts are dried (Na2SO4), filtered and evaporated to give crude N′-(2-ethyl-6-methyl-pyridine-4-carbonyl)-hydrazinecarboxylic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178562B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-0c13d7084ba74305b3f9b091d9f3ff1f |
| Source note | uspto-grants-2012_05 |