N,N-Dimethyl-3-chloroaniline → 3-chloro-N,N-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Reaction equation
CN(C)c1cccc(Cl)c1>B1Oc2ccccc2O1.CC(C)(O)C(C)(C)O.CCN(CC)CC.Cc1ccccc1.Fc1c(F)c(F)c(B(c2c(F)c(F)c(F)c(F)c2F)c2c(F)c(F)c(F)c(F)c2F)c(F)c1F>CN(C)c1ccc(B2OC(C)(C)C(C)(C)O2)c(Cl)c1Participants
7
Reactant 1
Product 1
Reagents, catalysts & solvents 5
Conditions
- Temperature
- 120 °C
Procedure
Prepared from 3-chloro-N,N-dimethylaniline (1h, 31.0 mg, 0.200 mmol, 1.00 equiv) and catBH (36.0 mg, 0.300 mmol, 1.50 equiv) according to GP 1. The title compound was purified by flash column chromatography using cyclohexane/EtOAc/Et3N (30/1/1) as eluent to afford 3h (37.1 mg, 66%) as a white solid.
Sources & evidence
- ORD record
- ord-154b9e18939b49648eff4bcd0e35713b
- Source dataset
- Borylation dataset from Roche
Reaction notes
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