Tetrabutylammonium Fluoride → HCID 68771762, compound

HRID 2391660Notes

Reaction equation

HRID 2391660 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][CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[CH2:35][CH3:36])[CH:20]=3)[C:12]=2[CH:11]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:35]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[CH2:28][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])[CH3:36]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 68767273HCID 68767273, compound

Product 1

HCID 68771762HCID 68771762, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 460 mg of 5-[6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1H-imidazo[4,5-c]pyridin-1-yl]-3-[(2-ethylbenzyl)oxy]thiophene-2-carboxamide in 30 ml THF is cooled to 0° C. At 0° C. 0.32 ml tetra-n-butylammonium fluoride (˜75% in H20) are added. The reaction mixture is allowed to warm to room temperature and stirred for one hour.

Workup

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

Sources & evidence

ORD record
ord-bca5542ff70945a3a1d0db663e62bfa7
Source dataset
uspto-grants-2012_09
Patent number
US08273890B2

Reaction notes

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