Hydrochloric Acid → 3-(pyridin-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine hydrochloride

HRID 594933Notes

Reaction equation

HRID 594933 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:11]3[CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14][CH2:15][C:10]=3[NH:9][N:8]=2)=[CH:3][CH:2]=1.[ClH:23]>O1CCOCC1>[ClH:23].[N:1]1[CH:2]=[CH:3][C:4]([C:7]2[C:11]3[CH2:12][NH:13][CH2:14][CH2:15][C:10]=3[NH:9][N:8]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68065985tert-butyl 3-(pyridin-4-yl)-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate

Product 1

HCID 668007473-(pyridin-4-yl)-4,5,6,7-tetrahydro-1H-pyrazolo[4,3-c]pyridine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 3-(pyridin-4-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate (3 g, 10 mmol) in a round-bottom flask was added HCl in dioxane (4 N, 8 ml) and the reaction was stirred at room temperature for overnight. After removal of the solvent, ethyl ether was added and the desired product was obtained by filtration as a light yellow solid (2.2 g). LC-MS found 201 (M+H)

Workup

  1. customAfter removal of the solvent, ethyl ether
  2. additionwas added

Sources & evidence

ORD record
ord-7efd00bfe22b4f34bb9ecf240ef0bcb7
Source dataset
uspto-grants-2016_01
Patent number
US09242981B2

Reaction notes

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