Hydrochloric Acid → HCID 18319928, compound

HRID 1699469Notes

Reaction equation

HRID 1699469 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[NH:14][CH:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)=[CH:4][CH:3]=1.Cl.C(O)CC>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[NH:14][CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 18319926HCID 18319926, compound

Product 1

HCID 18319928HCID 18319928, compoundYield 69.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of intermediate 29 (0.026 mol) in a solution of HCl in 2 propanol (15 ml) and CH3OH (110 ml) was stirred and refluxed for 1 hour. The solvent was evaporated. The residue was taken up in H2O/CH2Cl2. The mixture was alkalized with NaOH. The organic layer was separated, dried, filtered and the solvent was evaporated, yielding 4.95 g (69%) of N-[1-[(4-fluorophenyl)methyl]-1H-imidazol-2-yl]-4-piperidinamine (intermediate 30).

Workup

  1. temperaturerefluxed for 1 hour
  2. customThe solvent was evaporated
  3. customThe organic layer was separated
  4. customdried
  5. filtrationfiltered
  6. customthe solvent was evaporated

Sources & evidence

ORD record
ord-8809d14fd9dd4db097cb08ac6519fff7
Source dataset
uspto-grants-2002_02
Patent number
US06346540B1

Reaction notes

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