Hydrochloric Acid → HCID 66728102, compound

HRID 573307Notes

Reaction equation

HRID 573307 reaction equation
C[Si](C)(C)CCOC[N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:24]3[N:34]=[CH:33][CH:32]=[CH:31][C:25]=3[N:26]3[C:30]=2[CH2:29][CH2:28][CH2:27]3)=[CH:19][CH:18]=1.Cl.C([O-])(O)=O.[Na+]>CCO>[NH:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[N:9]=[C:8]1[O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:24]3[N:34]=[CH:33][CH:32]=[CH:31][C:25]=3[N:26]3[C:30]=2[CH2:29][CH2:28][CH2:27]3)=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 66728161HCID 66728161, compound

Product 1

HCID 66728102HCID 66728102, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 9-[4-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzo[d]imidazol-2-yloxy)phenyl]-7,8-dihydro-6H-pyrido[2,3-b]pyrrolizine (199 mg) in EtOH (2 mL) was added 6 M HCl aqueous solution (2 mL) and the mixture was heated at 70° C. for 2 h. The mixture was neutralized with saturated NaHCO3 aqueous solution and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was collected by filtration and washed with AcOEt to give the title compound (135 mg).

Workup

  1. extractionextracted with AcOEt
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. filtrationThe residue was collected by filtration
  7. washwashed with AcOEt

Sources & evidence

ORD record
ord-725b61a140aa4bd5a992c7b6ae7da08c
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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