HCID 66732868, compound → HCID 66732553, compound

HRID 1966841Notes

Reaction equation

HRID 1966841 reaction equation
C([O:8][CH:9]1[CH2:12][C:11]2([CH2:16][C:15]([C:17]3[CH:22]=[N:21][C:20]4[N:23]([CH2:26][CH3:27])[N:24]=[CH:25][C:19]=4[C:18]=3[NH:28][CH:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[N:14][O:13]2)[CH2:10]1)C1C=CC=CC=1>CO.[Pd]>[CH2:26]([N:23]1[C:20]2=[N:21][CH:22]=[C:17]([C:15]3[CH2:16][C:11]4([CH2:10][CH:9]([OH:8])[CH2:12]4)[O:13][N:14]=3)[C:18]([NH:28][CH:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[C:19]2[CH:25]=[N:24]1)[CH3:27]

Participants

4

Reactant 1

HCID 66732868HCID 66732868, compound

Product 1

HCID 66732553HCID 66732553, compoundYield 39%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium/carbon (10%, 0.010 gm) was added to a solution of 5-[2-(benzyloxy)-5-oxa-6-azaspiro[3.4]oct-6-en-7-yl]-1-ethyl-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-b]pyridin-4-amine (0.055 gm, 0.12 mmol) (example 34) in methanol and the reaction mixture was stirred under hydrogen balloon for about 12 hours. It was filtered through a bed of celite and residue was washed with methanol. The combined filtrate was concentrated under reduced pressure to get the title compound.

Workup

  1. filtrationIt was filtered through a bed of celite and residue
  2. washwas washed with methanol
  3. concentrationThe combined filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-29fa4f7153374500ad2e36d995f6500f
Source dataset
uspto-grants-2013_04
Patent number
US08420666B2

Reaction notes

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