Dimethylformamide → HCID 54343830, compound

HRID 862077Notes

Reaction equation

HRID 862077 reaction equation
CN(C=[O:5])C.[Br:6][C:7]1[CH:8]=[CH:9][C:10]([O:27][CH2:28][O:29][CH3:30])=[C:11]([CH:26]=1)[CH:12]([C:15]1[C:20]([CH:21]2[O:25][CH2:24][CH2:23][O:22]2)=[CH:19][CH:18]=[CH:17][N:16]=1)C#N.C(=O)([O-])[O-].[K+].[K+]>O>[Br:6][C:7]1[CH:8]=[CH:9][C:10]([O:27][CH2:28][O:29][CH3:30])=[C:11]([CH:26]=1)[C:12]([C:15]1[C:20]([CH:21]2[O:25][CH2:24][CH2:23][O:22]2)=[CH:19][CH:18]=[CH:17][N:16]=1)=[O:5]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 19701572HCID 19701572, compound

Product 1

HCID 54343830HCID 54343830, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

DMF (2 ml) was added to a mixture of 2-(5-bromo-α-cyano-2-methoxymethoxybenzyl)-3-(1,3-dioxolan-2-yl)pyridine (120 mg) and potassium carbonate (102 mg), which was stirred for 80 hours at room temperature. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried (anhydrous sodium sulfate) and concentrated to give 2-(5-bromo-2-methoxy methoxy benzoyl)-3-(1,3-dioxolan-2-yl)pyridine (90 mg) (Compound E-1). The physical properties and spectrum data are shown in Table 16 and Table 18.

Workup

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe extract solution was washed with water
  3. dry with materialdried (anhydrous sodium sulfate)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d24fabd1d663426396468624eeb8d1b5
Source dataset
uspto-grants-1998_02
Patent number
US05716971

Reaction notes

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