Hydrochloric Acid → HCID 69809895, compound

HRID 2196435Notes

Reaction equation

HRID 2196435 reaction equation
[C:1]([O:5][CH2:6][C:7]1[CH:8]=[C:9]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([CH:19]=[C:20]([C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)[N:21]=3)[CH:18]=2)[CH:10]=[CH:11][CH:12]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:28]>ClCCl.CC(O)C>[ClH:28].[C:1]([O:5][CH2:6][C:7]1[CH:8]=[C:9]([C:13]2[CH:14]=[CH:15][C:16]3[N:17]([CH:19]=[C:20]([C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)[N:21]=3)[CH:18]=2)[CH:10]=[CH:11][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 44230449HCID 44230449, compound

Product 1

HCID 69809895HCID 69809895, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

121 mg of 6-(3-tert-butoxymethylphenyl)-2-pyridin-3-ylimidazo[1,2-a]pyridine are suspended in 5 ml of dichloromethane; 7.48 ml of a 0.1N solution of hydrochloric acid in 2-propanol are added thereto, dropwise and with stirring, and the mixture is stirred at ambient temperature for 7 hours. The mixture is concentrated under reduced pressure. The solid obtained is triturated with diethyl ether, recovered by filtration and oven-dried under reduced pressure at 40° C. The solid is then dissolved at ambient temperature in a minimum of isopropanol and then reprecipitated using isopropyl ether. The precipitate formed (after 3 h in a refrigerator) is recovered by filtration, washed with pentane and then oven-dried under reduced pressure at 50° C. 60 mg of compound are obtained.

Workup

  1. stirringthe mixture is stirred at ambient temperature for 7 hours
  2. concentrationThe mixture is concentrated under reduced pressure
  3. customThe solid obtained
  4. customis triturated with diethyl ether
  5. filtrationrecovered by filtration
  6. customoven-dried under reduced pressure at 40° C
  7. dissolutionThe solid is then dissolved at ambient temperature in a minimum of isopropanol
  8. customreprecipitated
  9. customThe precipitate formed (after 3 h in a refrigerator)
  10. filtrationis recovered by filtration
  11. washwashed with pentane
  12. customoven-dried under reduced pressure at 50° C

Sources & evidence

ORD record
ord-f88fa215fb604767966b0b61b9da9e89
Source dataset
uspto-grants-2012_12
Patent number
US08338451B2

Reaction notes

Loading…