Hydrochloric Acid → 3-(2-Phenyl-pyridin-4-yl)-7-(1,2,3,6-tetrahydro-pyridin-4-yl)-imidazo[1,2-a]pyridine

HRID 383278Notes

Reaction equation

HRID 383278 reaction equation
C(OC([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:19]=[CH:18][N:17]3[C:20]([C:23]4[CH:28]=[CH:27][N:26]=[C:25]([C:29]5[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=5)[CH:24]=4)=[CH:21][N:22]=[C:16]3[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1.CO>[C:29]1([C:25]2[CH:24]=[C:23]([C:20]3[N:17]4[CH:18]=[CH:19][C:14]([C:11]5[CH2:12][CH2:13][NH:8][CH2:9][CH:10]=5)=[CH:15][C:16]4=[N:22][CH:21]=3)[CH:28]=[CH:27][N:26]=2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68484677HCID 68484677, compound

Product 1

HCID 252609473-(2-Phenyl-pyridin-4-yl)-7-(1,2,3,6-tetrahydro-pyridin-4-yl)-imidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 21966525Dioxane MethanolSolvent

Procedure

4-[3-(2-Phenyl-pyridin-4-yl)-imidazo[1,2-a]pyridin-7-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester (Ex. 1.103) (1.0 eq, 0.2 mmol, 90 mg) is dissolved in dioxane/MeOH (1 ml, 1 ml) and HCl (4M in dioxane, 10.0 eq, 2.0 mmol, 0.5 ml) is added. The reaction is stirred at room temperature for 16 h. The solvent is removed in vacuo to yield 3-(2-phenyl-pyridin-4-yl)-7-(1,2,3,6-tetrahydro-pyridin-4-yl)-imidazo[1,2-a]pyridine as a yellow solid; [M+H]+=353

Workup

  1. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-159b6af372dd4c44a486f91243ad9e8c
Source dataset
uspto-grants-2013_02
Patent number
US08367662B2

Reaction notes

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