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

HRID 551191Notes

Reaction equation

HRID 551191 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-hydroxyethylamine 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-8d0fd27f379542479a8f3d440940c57a
Source dataset
uspto-grants-2011_05
Patent number
US07947700B2

Reaction notes

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