4-Bromoindole → HCID 69023196, compound

HRID 1865090Notes

Reaction equation

HRID 1865090 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:29])[C:8](CC)=[C:9]([C:25]#[N:26])[C:10]=1[C:11]1[CH:16]=[CH:15][C:14](OS(C(F)(F)F)(=O)=O)=[CH:13][CH:12]=1)=[O:5])[CH3:2].Br[C:31]1[CH:39]=[CH:38][CH:37]=[C:36]2[C:32]=1[CH:33]=[CH:34][NH:35]2>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:29])[CH:8]=[C:9]([C:25]#[N:26])[C:10]=1[C:11]1[CH:12]=[CH:13][C:14]([C:31]2[CH:39]=[CH:38][CH:37]=[C:36]3[C:32]=2[CH:33]=[CH:34][NH:35]3)=[CH:15][CH:16]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 6764944-BromoindoleHCID 57974728HCID 57974728, compound

Product 1

HCID 69023196HCID 69023196, compound

Procedure

Prepare the title compound in the manner analogous to the procedure set fourth in example E-222 using 4-cyano-5-ethyl-1-methyl-3-(4-trifluoromethanesulfonyloxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester (prepared in example E-97a or 97b) and 4-bromo-indole. Purify the material by silica gel chromatography eluting with eluting with hexanes/ethyl acetate 4:1 to provide the title compound which is triturated with methylene chloride and hexanes to provide the title compound as a white solid. Mass spectrum (m/e): 398.2 (M*+1).

Workup

  1. customPurify the material by silica gel chromatography
  2. washeluting
  3. washwith eluting with hexanes/ethyl acetate 4:1

Sources & evidence

ORD record
ord-53af9763de2a4937adde6680a003ebe6
Source dataset
uspto-grants-2009_12
Patent number
US07625932B2

Reaction notes

Loading…