Hydrochloric Acid → HCID 178509337, compound

HRID 46170Notes

Reaction equation

HRID 46170 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:20][NH:21]C(=O)OC(C)(C)C)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]3=[N:17][CH:18]=[CH:19][N:9]23)=[CH:4][CH:3]=1.[ClH:29]>O1CCOCC1>[Cl-:29].[NH2:21][CH2:20][C:8]1([C:5]2[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]2=[NH+:17][CH:18]=[CH:19][N:9]12

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 58415444HCID 58415444, compound

Product 1

HCID 178509337HCID 178509337, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl {[5-(4-bromophenyl)-5H-imidazo[2,1-a]isoindol-5-yl]methyl}carbamate (575 mg) in dioxane (2 mL) was added a HCl solution (3.265 mL, 4 M in dioxane) and stirred at room temperature for 1.5 h. After this time 1.5 mL more HCl solution was added and stirring continued for another 3 h. The reaction mixture was then concentrated (azeotroped once from toluene) and dried under vacuum to give title compound as a white solid. Mass. found (M+H)+, 342.0.

Workup

  1. stirringstirring
  2. waitcontinued for another 3 h
  3. concentrationThe reaction mixture was then concentrated (
  4. customazeotroped once from toluene) and
  5. customdried under vacuum

Sources & evidence

ORD record
ord-16ace41845b04c858ec1d31ee91870a6
Source dataset
uspto-grants-2013_09
Patent number
US08541595B2

Reaction notes

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