Propionic Acid → HCID 86611504, compound

HRID 1454706Notes

Reaction equation

HRID 1454706 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[C:5]([Cl:12])=[CH:4][C:3]=1[NH:13][C:14]1[N:19]=[CH:18][C:17](C(O)C)=[CH:16][CH:15]=1.[C:23](O)(=O)[CH2:24][CH3:25].[C:28]([O:32][C:33](=O)[CH2:34]C)(=[O:31])[CH2:29][CH3:30]>>[Cl:12][C:5]1[C:6]([C:8]([F:9])([F:11])[F:10])=[CH:7][C:2]2[N:1]=[C:23]([CH2:24][CH3:25])[N:13]([C:14]3[N:19]=[CH:18][C:17]([CH2:34][CH2:33][O:32][C:28](=[O:31])[CH2:29][CH3:30])=[CH:16][CH:15]=3)[C:3]=2[CH:4]=1

Participants

4

Reactant 3

HCID 1032Propionic AcidHCID 31263Propionic anhydrideHCID 86611505HCID 86611505, compound

Product 1

HCID 86611504HCID 86611504, compound

Conditions

Temperature
120 °C

Procedure

To (6-{[2-amino-5-chloro-4-(trifluoromehyl)phenyl]amino}-3-pyridinyl}ethanol (787 mg, 2.37 mmol, from step 5) was added propionic acid and propionic anhydride and stirred at 120° C. for 15 h. The mixture was quenched with NaOH and extracted with dichloromethane (3×30 ml). The organic layer was washed with brine, dried (MgSO4) and concentrated to give 5.26 g of title compound as orange oil.

Workup

  1. customThe mixture was quenched with NaOH
  2. extractionextracted with dichloromethane (3×30 ml)
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-8e2c46c5292f4b119e5ec11daeb4055e
Source dataset
uspto-grants-2009_01
Patent number
US07479564B2

Reaction notes

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