Hydrochloric Acid → HCID 86718227, compound

HRID 1844191Notes

Reaction equation

HRID 1844191 reaction equation
[OH-].[Li+].[Cl:3][C:4]1[CH:5]=[C:6]([O:19][CH2:20][C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][N:22]=2)[C:7]2[N:8]([C:10]([C:14]([O:16]CC)=[O:15])=[C:11]([CH3:13])[N:12]=2)[CH:9]=1.Cl>>[Cl:3][C:4]1[CH:5]=[C:6]([O:19][CH2:20][C:21]2[C:26]([F:27])=[CH:25][CH:24]=[CH:23][N:22]=2)[C:7]2[N:8]([C:10]([C:14]([OH:16])=[O:15])=[C:11]([CH3:13])[N:12]=2)[CH:9]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86718218HCID 86718218, compound

Product 1

HCID 86718227HCID 86718227, compound

Conditions

Temperature
40 °C

Procedure

28.1 ml (28.1 mmol) 1 M lithium hydroxide solution were added to 2.0 g (5.62 mmol) of ethyl 6-chloro-8-[(3-fluoropyridin-2-yl)methoxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate from Example 128A, and the mixture was stirred at 40° C. for 2.5 h. The reaction mixture, cooled to RT, was adjusted to about pH 4 using 6 N aqueous hydrochloric acid, the solvent was concentrated to half its original volume and the precipitated solid was filtered off with suction and dried under reduced pressure. This gave 1.97 g (102% of theory) of the target compound (a proportion possibly as hydrochloride salt).

Workup

  1. temperatureThe reaction mixture, cooled to RT
  2. concentrationthe solvent was concentrated to half its original volume
  3. filtrationthe precipitated solid was filtered off with suction
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-b37a389d3d4b43a8a75e929cc66b3f04
Source dataset
uspto-grants-2015_02
Patent number
US08946215B2

Reaction notes

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