Hydrochloric Acid → HCID 21999007, compound

HRID 1976736Notes

Reaction equation

HRID 1976736 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12]3[C:13](=[O:29])[NH:14][C:15](=[O:28])[C:16]=3[C:17]3[C:25]4[C:20](=[CH:21][C:22]([F:26])=[CH:23][CH:24]=4)[N:19]([CH3:27])[CH:18]=3)=[CH:7][N:8]2[CH3:11])=[CH:4][CH:3]=1.O.[ClH:31]>C(#N)C>[ClH:31].[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:12]3[C:13](=[O:29])[NH:14][C:15](=[O:28])[C:16]=3[C:17]3[C:25]4[C:20](=[CH:21][C:22]([F:26])=[CH:23][CH:24]=4)[N:19]([CH3:27])[CH:18]=3)=[CH:7][N:8]2[CH3:11])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 21999001HCID 21999001, compound

Product 1

HCID 21999007HCID 21999007, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a mixture of 75 mg (0.193 mmole) of 3-(6-amino-1-methyl-1H-indol-3-yl)-4-(6-fluoro-1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione in 2 mL of acetonitrile was added 10 mL of water, precipitating solids. To this mixture was added 0.64 mL (0.772 mmole) of 1.2M hydrochloric acid, forming a clear solution. After 10 min. the mixture was concentrated to dryness. It was redissolved in acetonitrile and concentrated to dryness. The residue was dissolved in 4 mL of water and lyophilized overnight to give 80 mg (97%) of 3-(6-amino-1-methyl-1H-indol-3-yl)-4-(6-fluoro-1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione hydrochloride salt.

Workup

  1. customprecipitating solids
  2. customforming a clear solution
  3. concentrationAfter 10 min. the mixture was concentrated to dryness
  4. dissolutionIt was redissolved in acetonitrile
  5. concentrationconcentrated to dryness
  6. dissolutionThe residue was dissolved in 4 mL of water

Sources & evidence

ORD record
ord-ea607e6e65bf49169de0e11d35535e9d
Source dataset
uspto-grants-2001_05
Patent number
US06228877B1

Reaction notes

Loading…