Cysteamine Hydrochloride → HCID 23356466, compound

HRID 233456Notes

Reaction equation

HRID 233456 reaction equation
Br[C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.Cl.[NH2:12][CH2:13][CH2:14][SH:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:12][CH2:13][CH2:14][S:15][C:2]1[N:6]2[CH:7]=[CH:8][N:9]=[CH:10][C:5]2=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 9082Cysteamine HydrochlorideHCID 11430Potassium CarbonateHCID 23356511HCID 23356511, compound

Product 1

HCID 23356466HCID 23356466, compoundYield 76.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To the solution of 2.0 g of 6-bromopyrrolo[1,2-a]pyrazine prepared in Preparation Example 7 dissolved in 20 ml of dimethylformamide were added 1.8 g of 2-aminoethanethiol hydrochloride and 1.0 g of potassium carbonate. The reaction mixture was refluxed for 5 hours, poured into 100 ml of ice-water and then extracted with ethyl acetate (50 ml×3). The organic layer was isolated and concentrated to dryness; and the residue was chromatographed over silica gel to obtain 1.5 g of title compound.

Workup

  1. temperatureThe reaction mixture was refluxed for 5 hours
  2. extractionextracted with ethyl acetate (50 ml×3)
  3. customThe organic layer was isolated
  4. concentrationconcentrated to dryness
  5. customand the residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-1ee0fdbcb3b048b785b88e750927baac
Source dataset
uspto-grants-1997_01
Patent number
US05593984

Reaction notes

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