Tetrabutylammonium Fluoride → HCID 51000560, compound

HRID 1255896Notes

Reaction equation

HRID 1255896 reaction equation
[C:1]([O:5][C:6](=[O:34])[N:7]([CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][Si](C(C)(C)C)(C)C)=[CH:22][CH:21]=1)[C:8]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][N:16]=2)[N:11]=[CH:10][N:9]=1)([CH3:4])([CH3:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)Cl.C1COCC1>[C:1]([O:5][C:6](=[O:34])[N:7]([CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=1)[C:8]1[C:17]2[C:12](=[N:13][CH:14]=[CH:15][N:16]=2)[N:11]=[CH:10][N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 58174111HCID 58174111, compound

Product 1

HCID 51000560HCID 51000560, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

{2-[4-(tert-Butyldimethylsilanyloxy)-phenyl]-ethyl}-pteridin-4-yl-carbamic acid tert-butyl ester (680 mg, 1.4 mmol) was dissolved in 5 mL CH2Cl2 and treated with tetrabutylammonium fluoride 3H2O in 10 mL THF. After stirring for 18 h, the solution was washed with H2O, dried (Na2SO4), suction filtered, and concentrated in vacuo to give [2-(4-hydroxyphenyl)-ethyl]-pteridin-4-yl-carbamic acid tert-butyl ester as a tan solid, mp 132-134° C. (dec.); ESIMS m/z ([M+H]+) 368.

Workup

  1. washthe solution was washed with H2O
  2. dry with materialdried (Na2SO4), suction
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-eac900f26ba84a4992dee66ef22507be
Source dataset
uspto-grants-2013_06
Patent number
US08461164B2

Reaction notes

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