Methanol → HCID 69312309, compound

HRID 2055590Notes

Reaction equation

HRID 2055590 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[C:8]([C:9]([NH:11][CH:12]([CH2:15]O)CO)=[O:10])=[CH:7][N:6]=[CH:5][CH:4]=1.[CH3:19][O:20][C:21]([O:24]C)([CH3:23])[CH3:22].CO>C1(C)C=CC=CC=1>[CH3:22][C:21]1([CH3:23])[O:24][CH:12]([NH:11][C:9](=[O:10])[C:8]2[C:3]([C:2]([F:1])([F:17])[F:18])=[CH:4][CH:5]=[N:6][CH:7]=2)[CH2:15][CH2:19][O:20]1

Participants

5

Reactant 3

HCID 887MethanolHCID 64952,2-DimethoxypropaneHCID 12090256HCID 12090256, compound

Product 1

HCID 69312309HCID 69312309, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In the presence of 0.50 g of p-toluolsulfonic acid hydrate, 2.64 g (10 mmol) of N-(4-trifluoromethylnicotinoyl)serinol and 4.20 g (40 mmol) of acetone dimethyl acetal in 50 ml of toluene were stirred at 80° C. for 12 hours, with distillative removal of the methanol that was formed. After cooling, the mixture was extracted with dilute sodium hydroxide solution and water and the organic phase was dried and concentrated. This gave 1.5 g of product (49.3% of theory) as a colorless solid of melting point 155-156° C.

Workup

  1. customwas formed
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted with dilute sodium hydroxide solution and water
  4. customthe organic phase was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-e0d71029d3ea4320bb9534ab0da39b81
Source dataset
uspto-grants-2008_02
Patent number
US07332509B2

Reaction notes

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