Hydrochloric Acid → 1-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide dihydrochloride

HRID 490885Notes

Reaction equation

HRID 490885 reaction equation
[CH2:1]([N:3]1[C:7]2=[N:8][CH:9]=[C:10]([C:19]([NH:21][NH:22]C(OC(C)(C)C)=O)=[O:20])[C:11]([NH:12][CH:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2].[ClH:30]>O1CCOCC1>[ClH:30].[ClH:30].[CH2:1]([N:3]1[C:7]2=[N:8][CH:9]=[C:10]([C:19]([NH:21][NH2:22])=[O:20])[C:11]([NH:12][CH:13]3[CH2:14][CH2:15][O:16][CH2:17][CH2:18]3)=[C:6]2[CH:5]=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57675152Tert-butyl 2-{[1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]carbonyl}hydrazinecarboxylate

Product 1

HCID 534878281-Ethyl-4-((tetrahydro-2H-pyran-4-yl)amino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Intermediate 18 (1.39 g) was treated with a 4M solution of hydrochloric acid in dioxane (8 ml) and the mixture stirred under nitrogen for 1 h. Concentration in vacuo afforded Intermediate 19 as a white solid (1.17 g). LCMS showed MH+=305; TRET=2.04 min.

Workup

  1. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-b1234886db9b4acf915f0e2b4c4c221f
Source dataset
uspto-grants-2009_05
Patent number
US07528148B2

Reaction notes

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