Water → HCID 16113011, compound

HRID 254802Notes

Reaction equation

HRID 254802 reaction equation
C(=O)([O-])[O-].[K+].[K+].C[Si]([C:11]#[C:12][C:13]1[C:14]([CH:22]2[CH:31]3[CH2:32][CH:33]=[CH:34][CH:30]3[C:29]3[CH:28]=[C:27]([C:35](=[O:37])[CH3:36])[CH:26]=[CH:25][C:24]=3[NH:23]2)=[CH:15][C:16]2[O:20][CH2:19][O:18][C:17]=2[CH:21]=1)(C)C.O>CO>[C:12]([C:13]1[C:14]([CH:22]2[CH:31]3[CH2:32][CH:33]=[CH:34][CH:30]3[C:29]3[CH:28]=[C:27]([C:35](=[O:37])[CH3:36])[CH:26]=[CH:25][C:24]=3[NH:23]2)=[CH:15][C:16]2[O:20][CH2:19][O:18][C:17]=2[CH:21]=1)#[CH:11]

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 58230610HCID 58230610, compound

Product 1

HCID 16113011HCID 16113011, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (0.058 g, 0.42 mmol) was added to the 1-[4-(6-trimethylsilanylethynyl-benzo[1,3]dioxol-5-yl)-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinoline-8-yl]-ethanone (0.090 g, 0.21 mmol) in methanol (4 mL) and stirred for 2 hr. The reaction mixture poured into water (25 mL) and the product was extracted with chloroform (3×5 mL), dried over anhydrous sodium sulfate and concentrated in vacuo. The crude material was purified by silica gel column chromatography using 10% EtOAc/Hexanes to give the product as a colorless solid (0.056 g, 75%)

Workup

  1. extractionthe product was extracted with chloroform (3×5 mL)
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe crude material was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-48279bd38dfd4f3f86554dd1849dc563
Source dataset
uspto-grants-2011_01
Patent number
US07875721B2

Reaction notes

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