Iodine → HCID 118676854, compound

HRID 630551Notes

Reaction equation

HRID 630551 reaction equation
[OH-].[K+].[I:3]I.[NH:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[O:15])[CH:12]=2)[CH:7]=[CH:6]1>CN(C=O)C.O>[I:3][C:7]1[C:8]2[C:13](=[CH:12][C:11]([C:14]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[O:15])=[CH:10][CH:9]=2)[NH:5][CH:6]=1

Participants

6

Reactant 3

HCID 807IodineHCID 14797Potassium HydroxideHCID 39710543(1H-Indol-6-yl)(morpholino)methanone

Product 1

HCID 118676854HCID 118676854, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Potassium hydroxide (422 mg, 7.543 mmol, 3.47 eq), iodine (1.103 g, 4.347 mmol, 2.0 eq) and (1H-indol-6-yl)(morpholino)methanone (500 mg, 2.173 mmol, 1.0 eq) in DMF (10 mL) were stirred at room temperature for 5 h. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (2×15 mL). The combined organic phase was washed with brine (20 mL), dried over anhydrous sodium sulfate and evaporated in vacuo. White solid. Yield: 600 mg (77% of theory)

Workup

  1. extractionextracted with ethyl acetate (2×15 mL)
  2. washThe combined organic phase was washed with brine (20 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-847cd4f0d85140248e0b5749ffcc68fc
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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