Tetrabutylammonium Fluoride → HCID 68770776, compound

HRID 2391646Notes

Reaction equation

HRID 2391646 reaction equation
[Si]([O:8][CH2:9][C:10]1[N:15]=[CH:14][C:13]2[N:16]=[CH:17][N:18]([C:19]3[S:23][C:22]([C:24]([NH2:26])=[O:25])=[C:21]([O:27][CH:28]([C:30]4[CH:35]=[CH:34][C:33]([C:36]#[N:37])=[CH:32][C:31]=4[Cl:38])[CH3:29])[CH:20]=3)[C:12]=2[CH:11]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[Cl:38][C:31]1[CH:32]=[C:33]([C:36]#[N:37])[CH:34]=[CH:35][C:30]=1[CH:28]([O:27][C:21]1[CH:20]=[C:19]([N:18]2[C:12]3[CH:11]=[C:10]([CH2:9][OH:8])[N:15]=[CH:14][C:13]=3[N:16]=[CH:17]2)[S:23][C:22]=1[C:24]([NH2:26])=[O:25])[CH3:29]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68768875HCID 68768875, compound

Product 1

HCID 68770776HCID 68770776, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 350 mg of 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1H-imidazo[4,5-c]pyridin-1-yl]-3-[1-(2-chloro-4-cyanophenyl)ethoxy]thiophene-2-carboxamide in 20 ml THF is cooled to 0° C. At 0° C. 0.23 ml tetra-n-butylammonium fluoride (˜75% in H20) is added. The reaction mixture is allowed to warm to room temperature and stirred over night.

Workup

  1. customAt 0° C
  2. temperatureto warm to room temperature

Sources & evidence

ORD record
ord-3a2fb8b885c241e0b1d58d009e6e315e
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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