Potassium Carbonate → HCID 59333720, compound

HRID 1930714Notes

Reaction equation

HRID 1930714 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]([NH2:18])=[NH:17])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.C(=O)([O-])[O-].[K+].[K+].[CH3:25][C:26]1[CH:30]=[C:29]([CH3:31])[N:28]([CH:32]([CH3:49])[C:33]([CH:35]2[C:40](=O)[CH2:39][CH2:38][N:37]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:36]2)=O)[N:27]=1>CCO>[CH3:25][C:26]1[CH:30]=[C:29]([CH3:31])[N:28]([CH:32]([C:33]2[C:35]3[CH2:36][N:37]([C:42]([O:44][C:45]([CH3:46])([CH3:48])[CH3:47])=[O:43])[CH2:38][CH2:39][C:40]=3[N:17]=[C:16]([NH:15][C:5]3[CH:6]=[CH:7][C:8]([N:9]4[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]4)=[C:3]([O:2][CH3:1])[CH:4]=3)[N:18]=2)[CH3:49])[N:27]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 59333803HCID 59333803, compoundHCID 178493227HCID 178493227, compound

Product 1

HCID 59333720HCID 59333720, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(3-Methoxy-4-(4-methyl-1H- imidazol-1-yl)phenyl)guanidine (175 mg, 0.57 mmol) and potassium carbonate (196 mg, 1.42 mmol) in EtOH (7 mL) were heated to 50° C. and tert-butyl 3-(2-(3,5-dimethyl-1H-pyrazol-1-yl)propanoyl)-4-oxopiperidine-1-carboxylate (248 mg, 0.71 mmol) added. The reaction mixture was stirred overnight. The solvent was evaporated and DCM added. The organic phase was washed with water and concentrated. The crude product was used as such in next step (450 mg, 113%).

Workup

  1. customThe solvent was evaporated
  2. additionDCM added
  3. washThe organic phase was washed with water
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-5678ea2379b54291b5e1d17ab6ec414f
Source dataset
uspto-grants-2012_05
Patent number
US08188101B2

Reaction notes

Loading…