Dimethylformamide → HCID 25158517, compound

HRID 1894651Notes

Reaction equation

HRID 1894651 reaction equation
[CH3:1][N:2]([CH:4]=O)[CH3:3].[Cl:6][C:7]1[CH:8]=[C:9]([CH:24]=[CH:25][C:26]=1[Cl:27])[O:10][C:11]1[N:16]=[C:15]([CH:17]([CH3:19])[CH3:18])[C:14]([NH2:20])=[C:13]([CH:21]([CH3:23])[CH3:22])[CH:12]=1>CO>[Cl:6][C:7]1[CH:8]=[C:9]([CH:24]=[CH:25][C:26]=1[Cl:27])[O:10][C:11]1[N:16]=[C:15]([CH:17]([CH3:18])[CH3:19])[C:14]([N:20]=[CH:4][N:2]([CH3:1])[CH3:3])=[C:13]([CH:21]([CH3:22])[CH3:23])[CH:12]=1

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 58153470HCID 58153470, compound

Product 1

HCID 25158517HCID 25158517, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 25 ml single-necked round-bottomed flask, fitted with a reflux condenser is charged with dimethylformamidedimethylacetale (1.6 g), DMF (10 ml) and 6-(3,4-dichloro-phenoxy)-2,4-diisopropyl-pyridin-3-ylamine (1.70 g). The reaction mixture is heated under reflux and methanol is destilled off for 2.5 hours. The mixture is then concentrated in vacuo at 50° C. The crude material is crystallised from hexane/toluene acetate 4:1 (v:v): to obtain 1.41 g of the compound as a white solid (MP: 102-103° C.).

Workup

  1. customA 25 ml single-necked round-bottomed flask, fitted with a reflux condenser
  2. temperatureThe reaction mixture is heated
  3. temperatureunder reflux
  4. concentrationThe mixture is then concentrated in vacuo at 50° C
  5. customThe crude material is crystallised from hexane/toluene acetate 4:1 (v:v)

Sources & evidence

ORD record
ord-e2b3fde353324ab3a80ea2775166d72d
Source dataset
uspto-grants-2013_08
Patent number
US08513286B2

Reaction notes

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