N-bromobutanimide → [2-(1-benzyl-3-bromo-1H-indol-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester

HRID 730578Notes

Reaction equation

HRID 730578 reaction equation
[C:1]([O:5][C:6](=[O:29])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[CH:14]=[CH:15][N:16]2[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[C:24](F)[CH:23]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[Br:30]N1C(=O)CCC1=O>>[C:1]([O:5][C:6](=[O:29])[N:7]([CH2:9][CH2:10][O:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:13]=1[C:14]([Br:30])=[CH:15][N:16]2[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 68813743{2-[1-(3-fluoro-benzyl)-1H-indol-4-yloxy]-ethyl}-methyl-carbamic acid tert-butyl ester

Product 1

HCID 57834989[2-(1-benzyl-3-bromo-1H-indol-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester

Procedure

{2-[1-(3-Fluoro-benzyl)-1H-indol-4-yloxy]-ethyl}-methyl-carbamic acid tert-butyl ester was treated with N-bromosuccinimide using the procedure of step 3 of Example 6 to provide [2-(1-benzyl-3-bromo-1H-indol-4-yloxy)-ethyl]-methyl-carbamic acid tert-butyl ester.

Sources & evidence

ORD record
ord-0ea311cbf6b242d8b1ee07199df9a540
Source dataset
uspto-grants-2009_09
Patent number
US07582760B2

Reaction notes

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