HCID 18452652, compound → HCID 18452663, compound

HRID 1271279Notes

Reaction equation

HRID 1271279 reaction equation
[Si]([O:8][CH2:9][CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][N:13]([C:17]2[CH:22]=[N:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:19]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:18]=2)[CH2:12]1)(C(C)(C)C)(C)C>O1CCCC1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:23]1([C:20]2[N:21]=[CH:22][C:17]([N:13]3[CH2:14][CH2:15][CH2:16][CH:11]([CH2:10][CH2:9][OH:8])[CH2:12]3)=[N:18][C:19]=2[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 1

HCID 18452652HCID 18452652, compound

Product 1

HCID 18452663HCID 18452663, compoundYield 84.6%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 2724141Tetrabutylammonium FluorideSolvent

Procedure

To a solution of 1.20 g of 3-[2-(tert-butyldimethylsilyloxy)ethyl]-1-(5,6-diphenylpyrazin-2-yl)piperidine in 6 ml of tetrahydrofuran, 5.0 ml of 1M tetra-n-butylammonium fluoride in tetrahydrofuran was added. After stirring at room temperature for 2 hours, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 0.77 g of the desired compound as a pale yellow amorphous.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-dcc715d542ee4b0fa51ea852ac7f364c
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

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