Triethylamine → HCID 66592564, compound

HRID 1093529Notes

Reaction equation

HRID 1093529 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][CH:7]=1.[O:11]1[CH:15]=[CH:14][C:13]([NH2:16])=[N:12]1.C(N(CC)CC)C>C(Cl)Cl.CC([O-])=O.CC([O-])=O.[Cu+2]>[Br:1][C:2]1[CH:3]=[C:4]([NH:16][C:13]2[CH:14]=[CH:15][O:11][N:12]=2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 18102163-IsoxazolamineHCID 2734318(3-Bromophenyl)boronic acid

Product 1

HCID 66592564HCID 66592564, compoundYield 13.9%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-bromophenylboronic acid (2.00 g, 9.96 mmol) in CH2Cl2 (80 mls) was added Isoxazol-3-ylamine (0.84 g, 19.92 mmol), Cu(OAc)2 (0.9 g, 0.46 mmol) and triethylamine. (14 mls). The reaction mixture was stirred at room temperature for 18 h, filtered and the resulting precipitate purified by silica column chromatography (20-80% EtOAc in hexane) to afford the title compound (0.33 g). MS: [M+H]+=239, 241

Workup

  1. filtrationfiltered
  2. customthe resulting precipitate purified by silica column chromatography (20-80% EtOAc in hexane)

Sources & evidence

ORD record
ord-5de1626598ea4b8fbb972e098cd345fb
Source dataset
uspto-grants-2012_03
Patent number
US08131527B1

Reaction notes

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