Hydrochloric Acid → 3-[6-[6-(6-Methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperidin-4-ol

HRID 57990Notes

Reaction equation

HRID 57990 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH:3]1[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([N:21]2[C:29]3[CH:28]=[C:27]([C:30]4[CH:35]=[N:34][CH:33]=[C:32]([CH3:36])[N:31]=4)[N:26]=[CH:25][C:24]=3[CH:23]=[N:22]2)[N:16]=1.O1CCOCC1.Cl>>[CH3:36][C:32]1[N:31]=[C:30]([C:27]2[N:26]=[CH:25][C:24]3[CH:23]=[N:22][N:21]([C:17]4[N:16]=[C:15]([CH:3]5[CH:2]([OH:1])[CH2:7][CH2:6][NH:5][CH2:4]5)[CH:20]=[CH:19][CH:18]=4)[C:29]=3[CH:28]=2)[CH:35]=[N:34][CH:33]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-Dioxane2×HCID 86707174Tert-butyl 4-hydroxy-3-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperidine-1-carboxylate

Product 1

HCID 867071753-[6-[6-(6-Methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperidin-4-ol

Procedure

To a solution of tert-butyl 4-hydroxy-3-[6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]piperidine-1-carboxylate (35 mg, 0.072 mmol) in 1,4-dioxane (2.00 mL, 23.4 mmol) was added hydrogen chloride (4 mol/L) in 1,4-dioxane (1.00 mL, 4.00 mmol). The reaction was stirred at RT 18 h. The reaction was concentrated and purified by reverse phase HPLC to yield 265. MS (ESI) m/z: 388.1.

Workup

  1. concentrationThe reaction was concentrated
  2. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-7d6fc157c5a34949b7e74fef6e00b07b
Source dataset
uspto-grants-2016_09
Patent number
US09434725B2

Reaction notes

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