Hydrochloric Acid → HCID 66727930, compound

HRID 573306Notes

Reaction equation

HRID 573306 reaction equation
COC[O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:12]3[N:22]=[CH:21][CH:20]=[CH:19][C:13]=3[N:14]3[C:18]=2[CH2:17][CH2:16][CH2:15]3)=[CH:7][CH:6]=1.Cl.[OH-].[Na+]>C1COCC1>[N:22]1[C:12]2[C:11]([C:8]3[CH:7]=[CH:6][C:5]([OH:4])=[CH:10][CH:9]=3)=[C:18]3[N:14]([C:13]=2[CH:19]=[CH:20][CH:21]=1)[CH2:15][CH2:16][CH2:17]3

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66728180HCID 66728180, compound

Product 1

HCID 66727930HCID 66727930, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of 9-[4-(methoxymethoxy)phenyl]-7,8-dihydro-6H-pyrido[2,3-b]pyrrolizine (200 mg) in THF (4 mL) was added 1 M HCl aqueous solution (1 mL). The mixture was heated at 70° C. for 2 h. The mixture was neutralized with 1 M NaOH aqueous solution and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The precipitate was washed with 50% AcOEt in hexane and collected by filtration to give the title compound (154 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. washThe precipitate was washed with 50% AcOEt in hexane
  7. filtrationcollected by filtration

Sources & evidence

ORD record
ord-0e9fe1605fff4898a1d2da2ceb7f34c4
Source dataset
uspto-grants-2015_05
Patent number
US09029536B2

Reaction notes

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