HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyl chloroformate → HCID 118023801, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | Butanoic acid, 4-(dimethylamino)-4-oxo- | HCID 75717 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67499640 | HCID 67499640 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118023801 | HCID 118023801 | — |
Reaction Steps
To an ice cold solution of 4-(dimethylamino)-4-oxobutanoic acid (0.174 g, 1.20 mmol) in CH2Cl2 (2 mL) was added DIPEA (0.208 mL, 1.120 mmol) followed by isobutyl chloroformate (0.138 mL, 1.06 mmol). The mixture was stirred for 10 minutes, and the resulting mixed anhydride was added to a solution of N,3-dimethyl-1-(pyridin-3-yl)-1H-pyrazol-4-amine (0.100 g, 0.531 mmol) in CH2Cl2 (0.66 mL). The reaction mixture was stirred at room temperature (about 22° C.) for one hour. The crude reaction mixture was concentrated and purified via reverse phase column chromatography (0%-100% acetonitrile (MeCN)/water) to give the desired product F62 as a white solid (0.155 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09295260B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-54184d858a9441dbb8b7bde39f656dd9 |
| Source note | uspto-grants-2016_03 |