HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 2-(2-Cyclopropylethynyl)-5-methylsulfonylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Cyclopropylacetylene | HCID 138823 | — |
| Reactant | 2-Bromo-5-methylsulfonylnitrobenzene | HCID 2060366 | — |
| Catalyst | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(2-Cyclopropylethynyl)-5-methylsulfonylaniline | HCID 118021486 | 95.1% |
Reaction Steps
bromo-4-methylsulfonyl-2-nitrobenzene (1.5 g, 5.36 mmol), ethynylcyclopropane (0.7 g, 10.72 mmol), K2CO3 (1.5 g, 10.72 mmol) in CH3CN (30 ml), Pd(ACN)2Cl2 (55.5 mg, 0.21 mmol) and X-phos (128 mg, 0.27 mmol) under N2 were heated at 45° C. for 3 h. EA extractive work up and preparative TLC (PE:EtOAc=5:1) gave the title compound (1.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e95c80a0d8b643208138b5b5bd2674c8 |
| Source note | uspto-grants-2015_05 |