Hydrochloric Acid → HCID 178434394, compound

HRID 2279127Notes

Reaction equation

HRID 2279127 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH2:15][C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([O:28]COC)=[CH:24][CH:23]=3)[N:19]=[C:18]3[N:32](C4CCCCO4)[N:33]=[C:34]([CH3:35])[C:17]=23)[C:10]([CH3:43])([CH3:42])[CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[CH3:42][C:10]1([CH3:43])[CH:11]([NH:14][CH2:15][C:16]2[CH:21]=[C:20]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)[N:19]=[C:18]3[NH:32][N:33]=[C:34]([CH3:35])[C:17]=23)[CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90014113HCID 90014113, compound

Product 1

HCID 178434394HCID 178434394, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

60 mg of 4-{[6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-ylmethyl]-amino}-3,3-dimethyl-piperidine-1-carboxylic acid tert-butyl ester were dissolved in 1.2 ml of 1,4-dioxane and treated with 1.5 ml of hydrochloric acid (4 M in dry dioxane). After standing at rt for 48 h the volatiles were removed in vacuo, The residue was triturated with dioxane and the resulting solid was isolated by suction. 30 mg (74%) of the title compound were obtained.

Workup

  1. customthe volatiles were removed in vacuo
  2. customThe residue was triturated with dioxane
  3. customthe resulting solid was isolated by suction

Sources & evidence

ORD record
ord-d67931774dd24dc583fde2156f67ac8b
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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