Dimethylformamide → HCID 25158517, compound

HRID 508475Notes

Reaction equation

HRID 508475 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[O:5][C:6]1[N:11]=[C:10]([CH:12]([CH3:14])[CH3:13])[C:9]([NH2:15])=[C:8]([CH:16]([CH3:18])[CH3:17])[CH:7]=1.[CH3:23][N:24]([CH:26]=O)[CH3:25]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[Cl:22])[O:5][C:6]1[N:11]=[C:10]([CH:12]([CH3:13])[CH3:14])[C:9]([N:15]=[CH:23][N:24]([CH3:26])[CH3:25])=[C:8]([CH:16]([CH3:17])[CH3:18])[CH:7]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 58153470HCID 58153470, compound

Product 1

HCID 25158517HCID 25158517, compound

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 distilled 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. distillationmethanol is distilled off for 2.5 hours
  5. concentrationThe mixture is then concentrated in vacuo at 50° C
  6. customThe crude material is crystallised from hexane/toluene acetate 4:1 (v:v)

Sources & evidence

ORD record
ord-2763177868fa48eaae4705113caa6cae
Source dataset
uspto-grants-2015_08
Patent number
US09096525B2

Reaction notes

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