Hydrochloric Acid → HCID 13206165, compound

HRID 2417809Notes

Reaction equation

HRID 2417809 reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[N:15]2[CH:16]=[N:17][CH:18]=[C:14]2[CH:13]=[CH:12][CH:11]=1)([OH:3])=[O:2].[H][H].[ClH:21]>C(O)C.[Pd]>[ClH:21].[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]1[N:15]2[CH:16]=[N:17][CH:18]=[C:14]2[CH2:13][CH2:12][CH2:11]1)([OH:3])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 13206139Imidazo[1,5-a]pyridine-5-heptanoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 13206165HCID 13206165, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2.7 g of 5-(6-carboxyhexyl)-imidazo[1,5-a]pyridine in a mixture of 120 ml of ethanol and 30 ml of concentrated hydrochloric acid is hydrogenated at 3 atmospheres in the presence of 1 g of 10% palladium on charcoal catalyst until 2 moles of hydrogen are consumed. The mixture is filtered free of catalyst and evaporated to dryness. The residue is recrystallized from isopropanol-ether to yield the 5-(6-carboxyhexyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridine hydrochloride melting at 150°-4°.

Workup

  1. customare consumed
  2. filtrationThe mixture is filtered free of catalyst
  3. customevaporated to dryness
  4. customThe residue is recrystallized from isopropanol-ether

Sources & evidence

ORD record
ord-44d4f58c62f74d7987244c620efae276
Source dataset
uspto-grants-1984_09
Patent number
US04470986

Reaction notes

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