Tetrabutylammonium Fluoride → HCID 9880738, compound

HRID 1245005Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([Si](C(C)C)(C(C)C)C(C)C)[CH:10]=[C:11]([C:19]3(O)[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]3)[C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.C([SiH](CC)CC)C.FC(F)(F)C(O)=O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][CH:10]=[C:11]([C:19]3[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH:20]=3)[C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 2724141Tetrabutylammonium Fluoride

HCID 21922728HCID 21922728, compound

HCID 131722655TFA triethylsilane

Product 1

HCID 9880738HCID 9880738, compoundYield 91%

Procedure

In a similar manner to that described in Example 9(iii) above, using 2-(4-fluorophenyl)- 4-(4-hydroxy-1-methylpiperidin-4-yl)-3-(pyridin-4-yl)-1-triisopropylsilyl- 1H-pyrrole [prepared as described in step 32(i) above], dehydration with triethylsilane/trifluoroacetic acid and desilylation with tetrabutylammonium fluoride were carried out to give the title compound (yield 91%) as a pale yellow powder.

Sources & evidence

ORD record: ord-ded32cca04dc43428f651850d31ca3e4
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07122666B2

Reaction notes

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