Hydrochloric Acid → (1R)-1-(5-bromo-1H-benzimidazol-2-yl)-2-hydroxyethylamine

HRID 1629837Notes

Reaction equation

HRID 1629837 reaction equation
C([NH:8][C@H:9]([C:12]1[NH:16][C:15]2[CH:17]=[CH:18][C:19]([Br:21])=[CH:20][C:14]=2[N:13]=1)[CH2:10][OH:11])(OC(C)(C)C)=O.Cl>C(OCC)(=O)C.O1CCOCC1>[Br:21][C:19]1[CH:18]=[CH:17][C:15]2[NH:16][C:12]([C@@H:9]([NH2:8])[CH2:10][OH:11])=[N:13][C:14]=2[CH:20]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178454223HCID 178454223, compound

Product 1

HCID 178511832(1R)-1-(5-bromo-1H-benzimidazol-2-yl)-2-hydroxyethylamine

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

2.00 g (5.62 mmol) (1R)-N-Boc-1-(5-bromo-1H-benzimidazol-2-yl)-2-hydroxy-ethylamine in 40 ml of ethyl acetate are combined with 8.0 ml 4-molar hydrochloric acid in dioxane while cooling in the ice bath and stirred for 16 hours at ambient temperature. The reaction mixture is evaporated down and the resulting precipitate is filtered off.

Workup

  1. customThe reaction mixture is evaporated down
  2. filtrationthe resulting precipitate is filtered off

Sources & evidence

ORD record
ord-e795b4ae27914ff6922569e5d13b67f3
Source dataset
uspto-grants-2014_07
Patent number
US08791103B2

Reaction notes

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