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Hydrochloric Acid → Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone hydrochloride

HRID 600618
Notes
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Reaction equation

HRID 600618 reaction equation
[C:1]1([C:7]([C:9]2[N:10]=[C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][N:12]3[CH:21]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:22].C(OCC)C>CO.O1CCOCC1>[ClH:22].[C:1]1([C:7]([C:9]2[N:10]=[C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:18])[F:19])=[CH:13][N:12]3[CH:21]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67273529Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone

Product 1

HCID 67273700Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent
HCID 31275
1,4-Dioxane
Solvent

Procedure

120 mg of phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone are taken up in 2 mL of methanol and the solution is treated with 2 mL of a 4N solution of hydrogen chloride in dioxane and then with 2 mL of diethyl ether. The solution is stirred for 16 hours at room temperature and then concentrated under reduced pressure. The solid obtained is dried to give 85 mg of phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone hydrochloride (1:1) in the form of a beige-colored solid.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe solid obtained
  3. customis dried

Sources & evidence

ORD record
ord-32eaeb7d0afd4a22940e8e6b04140383
Source dataset
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07902219B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes