Hydrochloric Acid → 2-Phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-7-amine hydrochloride

HRID 874341Notes

Reaction equation

HRID 874341 reaction equation
[ClH:1].Cl.[C:3]1([C:9]2[N:10]=[C:11]3[CH:16]=[C:15]([NH2:17])[CH:14]=[CH:13][N:12]3[CH:18]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[H][H]>[Pt](=O)=O.CO>[ClH:1].[C:3]1([C:9]2[N:10]=[C:11]3[CH2:16][CH:15]([NH2:17])[CH2:14][CH2:13][N:12]3[CH:18]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 117776411HCID 117776411, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 1055088122-Phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-7-amine hydrochloride

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalyst2×HCID 887MethanolSolvent

Procedure

Concentrated hydrochloric acid (0.11 ml) and platinum(IV) dioxide (83 mg) were added to a methanol (183 ml) solution of 2-phenylimidazo[1,2-a]pyridin-7-amine hydrochloride (900 mg), and the obtained mixture was then stirred in a hydrogen atmosphere for 4 hours. Thereafter, platinum(IV) dioxide (83 mg) was added to the reaction solution, and the obtained mixture was further stirred in a hydrogen atmosphere for 14 hours 30 minutes. Thereafter, the reaction solution was filtered with Celite, and was then washed with methanol (15 ml). The filtrate was concentrated under reduced pressure, and diethyl ether (3.6 ml) was then added to the obtained residue to solidify it, so as to obtain the title compound (733 mg) in the form of a gray solid.

Workup

  1. filtrationThereafter, the reaction solution was filtered with Celite
  2. washwas then washed with methanol (15 ml)
  3. concentrationThe filtrate was concentrated under reduced pressure, and diethyl ether (3.6 ml)
  4. additionwas then added to the obtained residue

Sources & evidence

ORD record
ord-2868c483e453405bb0e7d793090f64df
Source dataset
uspto-grants-2015_03
Patent number
US08980888B2

Reaction notes

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