Hydrochloric Acid → HCID 11256110, compound

HRID 2240198Notes

Reaction equation

HRID 2240198 reaction equation
[C:1]([C:5]1[N:6]([CH3:24])[C:7](=[O:23])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([C:21]#[N:22])=[CH:10][CH:9]=2)([CH3:4])([CH3:3])[CH3:2].[OH-:25].[Na+].Cl>CO>[C:1]([C:5]1[N:6]([CH3:24])[C:7](=[O:23])[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([C:21]([NH2:22])=[O:25])=[CH:10][CH:9]=2)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11483914HCID 11483914, compound

Product 1

HCID 11256110HCID 11256110, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-tert-butyl-2-methyl-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carbonitrile (300 mg), 10 N NaOH (6 mL), and methanol (1 mL) were combined at heated at 110 C overnight. The reaction was acidified with 6 N HCl to give a precipitate, which was isolated by filtration. This material was partitioned between EtOAc and 1 N NaOH by stirring vigorously overnight. The organic solution was discarded, and the aqueous solution was allowed to stand overnight, during which time a precipitate formed. Filtration provided the titled compound.

Workup

  1. temperatureat heated at 110 C overnight
  2. customto give a precipitate
  3. customwhich was isolated by filtration
  4. customThis material was partitioned between EtOAc and 1 N NaOH
  5. waitto stand overnight, during which time
  6. customa precipitate formed
  7. filtrationFiltration

Sources & evidence

ORD record
ord-3490b1f768084733b788f71ab0921e5b
Source dataset
uspto-grants-2010_05
Patent number
US07723352B2

Reaction notes

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