Hydrochloric Acid → HCID 178515766, compound

HRID 1890326Notes

Reaction equation

HRID 1890326 reaction equation
C([O:8][C:9]1[N:14]=[C:13]2[N:15]([CH:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][C:19]3([F:26])[F:25])[CH:16]=[N:17][C:12]2=[CH:11][CH:10]=1)C1C=CC=CC=1.Cl>C(Cl)Cl.S(=O)(=O)(O)O>[F:26][C:19]1([F:25])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH:18]1[N:15]1[C:13]2=[N:14][C:9]([OH:8])=[CH:10][CH:11]=[C:12]2[N:17]=[CH:16]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67312892HCID 67312892, compound

Product 1

HCID 178515766HCID 178515766, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidSolventHCID 6344DichloromethaneSolvent

Procedure

5-(Benzyloxy)-3-(2,2-difluorocycloheptyl)-3H-imidazo[4,5-b]pyridine was dissolved in DCM and diluted with excess sulfuric acid. The resulting solution was stirred overnight at room temperature then acidified with the addition of 1 M aqueous hydrochloric acid. The solvent was removed from the organic layer and the residue was purified via preparative HPLC to give the title compound. LCMS m/z=267.9 [M+H]+.

Workup

  1. customThe solvent was removed from the organic layer
  2. customthe residue was purified via preparative HPLC

Sources & evidence

ORD record
ord-293a183a82184029862b0269b0c17e4b
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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