HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 66576755, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine | HCID 21956343 | — |
| Reactant | HCID 70977401 | HCID 70977401 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66576755 | HCID 66576755 | 26.8% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-chloro-N-{3-[(methylsulfonyl)methyl]phenyl}-1,3,5-triazin-2-amine (134 mg), (Intermediate 1.4), 2-[2-(cyclopropyloxy)-4-fluorophenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (150 mg; 0.539 mmol) and Pd(dppf)C12 (55 mg; 0.06 mmol) in 1,2-dimethoxyethane (2.0 ml) and 2 M solution of potassium carbonate (0.45 ml) was degassed using argon. The batch was stirred under argon for 1 hour at 100° C. After cooling the batch was diluted with ethyl acetate (35 ml) and THF (35 ml). The organic phase was washed with brine, dried (sodium sulfate) and concentrated. The residue was purified by preparative HPLC to give the desired product (38 mg; 0.12 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08916557B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-e184b7e698194fb580b516ca8c39bf07 |
| Source note | uspto-grants-2014_12 |