HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 59864214, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Bromo-3-(trifluoromethyl)aniline | HCID 67852 | — |
| Reactant | (3-Bromophenyl)boronic acid | HCID 2734318 | — |
| Reactant | Water TFA acetonitrile | HCID 22145617 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59864214 | HCID 59864214 | — |
Reaction Steps
A mixture of 500 mg of 5-amino-2-bromobenzotrifluoride (Dakwood Products, Inc.), 6.2 mMol 3-bromophenylboronic acid (Aldrich), 70 mg of Pd(PPh3)4 and 5 ml of Na2CO3, 2 M solution in H2O, in 14 ml of toluene is stirred at reflux for 1 our. The mixture obtained is allowed to cool to rt and filtered through a pad of celite. The layers obtained are separated and the aqueous phase obtained is extracted with CH2Cl2. The organic phase obtained is washed with brine, dried (Na2SO4), filtered and concentrated in vacuo. The concentration residue obtained is subjected to MPLC(CH3CN/H2O/TFA). 3′-Bromo-2-trifluoromethyl-biphenyl-4-amine is obtained. MS: 315.9 [M−1]−; HPLCDtRet=4.9; Rf=0.16 (Hexane/EtOAc, 4:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977338B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-3bc38c44f7a7480482f4d26398e71ed0 |
| Source note | uspto-grants-2011_07 |