HCID 86694751, compound → HCID 86694750, compound

HRID 475280Notes

Reaction equation

HRID 475280 reaction equation
[CH3:1][N:2]([CH2:10][C:11]1[CH:25]=[CH:24][C:14]2[N:15](C3CCCCO3)[CH:16]=[N:17][C:13]=2[C:12]=1[CH3:26])C(=O)OC(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH3:1][NH:2][CH2:10][C:11]1[CH:25]=[CH:24][C:14]2[NH:15][CH:16]=[N:17][C:13]=2[C:12]=1[CH3:26]

Participants

4

Reactant 1

HCID 86694751HCID 86694751, compound

Product 1

HCID 86694750HCID 86694750, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 262 (100 mg, 0.28 mmol) in DCM (2 mL) and TFA (2 mL) was stirred at RT for 30 min. The solvent was removed and the residue was dissolved in EtOAc and neutralized with ammonia. The organic layers were separated, washed with brine, dried (MgSO4), filtered and concentrated in vacuo to afford 40 mg (82%) of N-methyl(4-methyl-1H-benzo[d]imidazol-5-yl)methanamine (264): MS (ESI) m/z=176.3 [M+l]+.

Workup

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in EtOAc and neutralized with ammonia
  3. customThe organic layers were separated
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1b2adc2a99644b9dba3bc64da73eb9f6
Source dataset
uspto-grants-2014_01
Patent number
US08637537B2

Reaction notes

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