Potassium Carbonate → HCID 15341796, compound

HRID 1033624Notes

Reaction equation

HRID 1033624 reaction equation
[OH:1][C:2]1[C:11]([CH2:12][CH2:13][CH3:14])=[C:10]([OH:15])[CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5].I[CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:37]=[CH:36][C:24]2[CH2:25][CH2:26][CH:27]([CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[O:28][C:23]=2[C:22]=1[CH2:38][CH2:39][CH3:40].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[OH:1][C:2]1[C:11]([CH2:12][CH2:13][CH3:14])=[C:10]([CH:9]=[CH:8][C:3]=1[C:4]([NH:6][CH3:7])=[O:5])[O:15][CH2:17][CH2:18][CH2:19][O:20][C:21]1[CH:37]=[CH:36][C:24]2[CH2:25][CH2:26][CH:27]([CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[O:28][C:23]=2[C:22]=1[CH2:38][CH2:39][CH3:40]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15341792HCID 15341792, compoundHCID 15341794HCID 15341794, compound

Product 1

HCID 15341796HCID 15341796, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The compound of Example 10 (418 mg, 2.0 mmol), the compound of Example 11 (895 mg, 2.0 mmol), and potassium carbonate (552 mg, 4.0 mmol) were added to 3.0 ml DMF, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, and dried over magnesium sulfate. Evaporation of the volatiles afforded a crude oil which was purified by chromatography using 50/50 ethyl acetate/hexane as eluant to give the product as a white solid.

Workup

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. customEvaporation of the volatiles
  6. customafforded a crude oil which
  7. customwas purified by chromatography

Sources & evidence

ORD record
ord-dbef83db5c594c03be544418cc96b13d
Source dataset
uspto-grants-1994_05
Patent number
US05310951

Reaction notes

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