Sodium Iodide → 3-[4-(2,6-Di-t-butylpyrimidin-4-yl)piperazin-1-yl]propyl-triphenylphosphonium chloride

HRID 992981Notes

Reaction equation

HRID 992981 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[C:15]([C:17]([CH3:20])([CH3:19])[CH3:18])[N:14]=[C:13]([C:21]([CH3:24])([CH3:23])[CH3:22])[N:12]=2)[CH2:7][CH2:6]1.[I-].[Na+].[C:27]1([P:33]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>CC(C)=O>[Cl-:1].[C:21]([C:13]1[N:12]=[C:11]([N:8]2[CH2:9][CH2:10][N:5]([CH2:4][CH2:3][CH2:2][P+:33]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:6][CH2:7]2)[CH:16]=[C:15]([C:17]([CH3:20])([CH3:19])[CH3:18])[N:14]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 11776TriphenylphosphineHCID 223498712-tert-Butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-tert-butyl-pyrimidine

Product 1

HCID 184086033-[4-(2,6-Di-t-butylpyrimidin-4-yl)piperazin-1-yl]propyl-triphenylphosphonium chloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.52 g (10 mmol) of 1-chloro-3-[4-(2,6-di-t-butylpyrimidin-4-yl)piperazin-1-yl]propane (prepared by a method similar to Example 1, A.3) were dissolved, together with 1.8 g of sodium iodide (12 mmol) and 3.41 g (13 mmol) of triphenylphosphine in 75 ml of acetone and the solution was refluxed for 24 h.

Workup

  1. temperaturethe solution was refluxed for 24 h.

Sources & evidence

ORD record
ord-dcf51093b9c94bc6ab441dac47be714b
Source dataset
uspto-grants-2002_10
Patent number
US06472392B1

Reaction notes

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