Hydrochloric Acid → 1-(2-Aminoethyl)-5-(benzoxazol-2-yl)-2-methylbenzimidazole hydrochloride

HRID 74230Notes

Reaction equation

HRID 74230 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:29]=[CH:28][C:13]2[N:14]([CH2:18][CH2:19][NH:20]C(OC(C)(C)C)=O)[C:15]([CH3:17])=[N:16][C:12]=2[CH:11]=1.[ClH:30]>O1CCOCC1>[ClH:30].[NH2:20][CH2:19][CH2:18][N:14]1[C:13]2[CH:28]=[CH:29][C:10]([C:2]3[O:1][C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=3)=[CH:11][C:12]=2[N:16]=[C:15]1[CH3:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 674985795-(Benzoxazol-2-yl)-1-(2-(tert-butoxycarbonylamino)ethyl)-2-methylbenzimidazole

Product 1

HCID 674977031-(2-Aminoethyl)-5-(benzoxazol-2-yl)-2-methylbenzimidazole hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-(Benzoxazol-2-yl)-1-(2-(tert-butoxycarbonylamino)ethyl)-2-methylbenzimidazole (see Working Example 55-2) (100 mg, 0.255 mmol) was added to a 4N hydrochloric acid solution in dioxane (10 mL), and this was heated to reflux for 5 hours. After the reaction was complete, this was concentrated to dryness to yield the title compound (95 mg, quant.) as white crystals.

Workup

  1. temperaturethis was heated
  2. temperatureto reflux for 5 hours
  3. concentrationthis was concentrated to dryness

Sources & evidence

ORD record
ord-425ada4b150b40c0977927b116c48c29
Source dataset
uspto-grants-2014_09
Patent number
US08829035B2

Reaction notes

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