Triphenylphosphine → (3-(7-bromo-2-(ethoxycarbonyl)-1H-indol-3-yl)propyl)triphenylphosphonium iodide

HRID 2095253Notes

Reaction equation

HRID 2095253 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:7]2[CH2:16][CH2:17][CH2:18][I:19].[C:20]1([P:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC#N>[I-:19].[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:7]2[CH2:16][CH2:17][CH2:18][P+:26]([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 68936016ethyl 7-bromo-3-(3-iodopropyl)-1H-indole-2-carboxylate

Product 1

HCID 87628294(3-(7-bromo-2-(ethoxycarbonyl)-1H-indol-3-yl)propyl)triphenylphosphonium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of EXAMPLE 111A (0.136 g) in CH3CN (5 mL) was added triphenylphosphine (157 mg). The mixture was refluxed for 48 hours, cooled to room temperature, washed with hexanes and concentrated.

Workup

  1. temperatureThe mixture was refluxed for 48 hours
  2. washwashed with hexanes
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-867451cf118a44ec8f139a6d0b1a0cb5
Source dataset
uspto-grants-2013_05
Patent number
US08445679B2

Reaction notes

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