Hydrochloric Acid → 1-Ethyl-6-methyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridine-5-carbohydrazide hydrochloride

HRID 490907Notes

Reaction equation

[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH3:30])=[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:31]>O1CCOCC1>[ClH:31].[CH2:1]([N:3]1[C:7]2=[N:8][C:9]([CH3:30])=[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

Conditions

Temperature: 20 °C

Procedure

Intermediate 62 (0.19 g, 0.46 mmol) was dissolved in 4M hydrogen chloride in dioxane (5 ml) and the reaction mixture stirred overnight at 20° C. Concentration in vacuo afforded Intermediate 63 as a white solid (0.161 g). LCMS showed MH+=319; TRET=1.72 min.

Workup

concentrationConcentration in vacuo

Sources & evidence

ORD record: ord-ddaeac8eb3364d40b07caaef856891fb
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07528148B2

Reaction notes

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