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

HRID 2094267Notes

Reaction equation

HRID 2094267 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-348f0a7a8a4e46e9adc69762649f8a61
Source dataset
uspto-grants-2013_05
Patent number
US08445525B2

Reaction notes

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