HCID 44556334, compound → HCID 67076225, compound

HRID 81965Notes

Reaction equation

HRID 81965 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[N:26]=[CH:25][C:24]3[CH2:23][CH2:22][C:21]4[C:27]([C:31]([NH:33][C:34]5[C:39]([CH2:40][CH3:41])=[CH:38][CH:37]=[CH:36][C:35]=5[CH2:42][CH3:43])=[O:32])=[N:28][N:29]([CH3:30])[C:20]=4[C:19]=3[N:18]=2)=[C:12]([O:44][CH3:45])[CH:11]=1)(C(C)(C)C)(C)C>C1COCC1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>[CH2:40]([C:39]1[CH:38]=[CH:37][CH:36]=[C:35]([CH2:42][CH3:43])[C:34]=1[NH:33][C:31]([C:27]1[C:21]2[CH2:22][CH2:23][C:24]3[CH:25]=[N:26][C:17]([NH:16][C:13]4[CH:14]=[CH:15][C:10]([CH2:9][OH:8])=[CH:11][C:12]=4[O:44][CH3:45])=[N:18][C:19]=3[C:20]=2[N:29]([CH3:30])[N:28]=1)=[O:32])[CH3:41]

Participants

4

Reactant 1

HCID 44556334HCID 44556334, compound

Product 1

HCID 67076225HCID 67076225, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 2724141Tetrabutylammonium FluorideSolvent

Procedure

To a solution of 8-{[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-methoxyphenyl]amino}-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (300 mg, 0.48 mmol) in 6 ml of dry THF, 800 μl of commercial TBAF solution in THF were added. The mixture was stirred at room temperature for 1 h and the to solvent removed in vacuo. The crude was washed with water, extracted with ethyl acetate, dried on anhydrous Na2SO4 and evaporated to dryness affording the title compound in 85% yield.

Workup

  1. customthe to solvent removed in vacuo
  2. washThe crude was washed with water
  3. extractionextracted with ethyl acetate
  4. dry with materialdried on anhydrous Na2SO4
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-07cc5a5b34da4961b9d35a5c5d165232
Source dataset
uspto-grants-2014_09
Patent number
US08846701B2

Reaction notes

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