HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 117974955, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-fluoro-1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride | HCID 52920508 | — |
| Reactant | HCID 90023275 | HCID 90023275 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 117974955 | HCID 117974955 | 78% |
Reaction Steps
In a 25 ml round bottom flask, a solution of 3-isopropyl-1,1-dimethyl-1,3-dihydro-2-benzofuran-4-amine (62 mg, 0.301 mmol, 1 eq) in 5 ml of DCM is cooled to 0° C. and triethylamine (0.05 ml, 0.361 mmol, 1.2 eq) is added. A solution of 5-fluoro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride (70 mg, 0.331 mmol, 1.1 eq) in 1 ml of DCM is added dropwise. Stirring is allowed for 4 h at r.t. The reaction is quenched with 1N aq. HCl, and diluted with EtOAc. The aqueous layer was separated and extracted with EtOAc. The organics were combined, washed with NaOH 1N, dried over MgSO4 and concentrated. The crude material was purified by chromatography on silica gel to give pure material (78%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09375006B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-041194807c2947a3a04eda39d38f3d03 |
| Source note | uspto-grants-2016_06 |