HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 66790536, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3,4-Difluorobenzeneboronic acid | HCID 2734337 | — |
| Reactant | HCID 59774876 | HCID 59774876 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66790536 | HCID 66790536 | — |
Reaction Steps
To a solution of 4-chloro-7-({4-[1-hydroxy-1-(trifluoromethyl)propyl]-1H-1,2,3-triazol-1-yl}methyl)quinoline-2-carbonitrile (100 mg, 0.25 mmol) in DME (3 mL) was added tetrakis(triphenylphosphine)palladium (14 mg, 0.013 mmol), 3,4-difluorophenylboronic acid (59 mg, 0.38 mmol) and aq. 2M Na2CO3 (0.38 mL, 0.75 mmol). After 2 h at 100° C., the reaction was quenched with water and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated under reduce pressure. Purification on silica gel (eluting with EtOAc/hexanes, 4:6) gave the title compound. MS (+ESI): 474 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960409B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-a462244c208d47e2b617fc2f86f20c15 |
| Source note | uspto-grants-2011_06 |