Hydrochloric Acid → HCID 71253315, compound

HRID 1029032Notes

Reaction equation

HRID 1029032 reaction equation
[NH2:1][C:2]1[C:11]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:18]3[C:27]([CH2:28][CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=[CH:24][C:19]=3[C:20]([O:22]C)=[O:21])[CH:8]=2)[N:3]=1.[OH-].[Na+].[ClH:36]>CO>[ClH:36].[NH2:1][C:2]1[C:11]([N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:18]3[C:27]([CH2:28][CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[CH:26][CH:25]=[CH:24][C:19]=3[C:20]([OH:22])=[O:21])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67349888HCID 67349888, compound

Product 1

HCID 71253315HCID 71253315, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 2-(2-amino-3-morpholinoquinolin-6-yl)-3-(3,3-dimethylbutyl)benzoate (520 mg, 1.162 mmol) in MeOH (20 mL) and 5N NaOH (0.929 mL, 4.65 mmol) was heated to 80° C. for 7 h. The solution was cooled to RT and acidified with 5N HCl to pH of ˜4. The solution was concentrated under reduced pressure. The residue was dissolved in MeOH and filtered. The filtrate was concentrated under reduced pressure to yield 2-(2-amino-3-morpholinoquinolin-6-yl)-3-(3,3-dimethylbutyl)benzoic acid hydrochloride as a brown solid which was used without further purification.

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in MeOH
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3f2e884c7a014d48baac4f3e3ae77e75
Source dataset
uspto-grants-2014_05
Patent number
US08735384B2

Reaction notes

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