N-bromobutanimide → HCID 67109249, compound

HRID 2370983Notes

Reaction equation

HRID 2370983 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[NH:11][CH:10]=2)=[CH:5][CH:4]=1.C1C(=O)N([Br:25])C(=O)C1>C(Cl)Cl>[Br:25][C:10]1[NH:11][C:12]2[C:17]([C:9]=1[C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 15322476HCID 15322476, compound

Product 1

HCID 67109249HCID 67109249, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(4-methoxyphenyl)-1H-indole was dissolved in 4 ml DCM. NBS (0.9 eq) was added in small portions over 2 min. The solvent was concentrated and the crude product was purified using HPLC (MeCN/H2O gradient). 103.3 mg 2-bromo-3-(4-methoxyphenyl)-1H-indole was obtained as a white solid.

Workup

  1. concentrationThe solvent was concentrated
  2. customthe crude product was purified

Sources & evidence

ORD record
ord-4fdc1edd33784e7882437f88a9a4e4fd
Source dataset
uspto-grants-2014_04
Patent number
US08710243B2

Reaction notes

Loading…