Hydrochloric Acid → HCID 178421838, compound

HRID 1189494Notes

Reaction equation

HRID 1189494 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]([C:13]1[CH:14]=[C:15]3[C:20](=[CH:21][C:22]=1[CH3:23])[N:19]1[C:24]([C@H:27]4[CH2:32][CH2:31][C@H:30]([C:33]([O:35]CC5C=CC=CC=5)=[O:34])[CH2:29][CH2:28]4)=[N:25][CH:26]=[C:18]1[C:17](=[O:43])[NH:16]3)=[O:12])[CH2:6][CH2:5]2.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]([C:13]1[CH:14]=[C:15]3[C:20](=[CH:21][C:22]=1[CH3:23])[N:19]1[C:24]([C@H:27]4[CH2:28][CH2:29][C@H:30]([C:33]([OH:35])=[O:34])[CH2:31][CH2:32]4)=[N:25][CH:26]=[C:18]1[C:17](=[O:43])[NH:16]3)=[O:12])[CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178421839HCID 178421839, compound

Product 1

HCID 178421838HCID 178421838, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 676 mg of benzyl trans-4-{7-[(5-chloro-2,3-dihydro-1H-indol-1-yl)carbonyl]-8-methyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl}cyclohexane carboxylate were added 6.7 mL of methanol and 1.5 mL of a 3 M aqueous sodium hydroxide solution, followed by stirring at room temperature for 16 hours. 1 M hydrochloric acid was added thereto, and the precipitate was collected by filtration and washed with water. The obtained solid was air-dried, suspended in chloroform, collected by filtration, and dried under reduced pressure to obtain 485 mg of trans-4-{7-[(5-chloro-2,3-dihydro-1H-indol-1-yl)carbonyl]-8-methyl-4-oxo-4,5-dihydroimidazo[1,5-a]quinoxalin-1-yl}cyclohexanecarboxylic acid as a white solid.

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with water
  3. customThe obtained solid was air-dried
  4. filtrationcollected by filtration
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f850fdcc26c74f4ab593afe813508f4e
Source dataset
uspto-grants-2014_03
Patent number
US08674096B2

Reaction notes

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