HCID 90014026, compound → HCID 90013940, compound

HRID 2279142Notes

Reaction equation

HRID 2279142 reaction equation
C([N:8]1[C:13]([CH3:15])([CH3:14])[CH2:12][N:11]([CH2:16][C:17]2[CH:22]=[C:21]([C:23]3[CH:28]=[CH:27][C:26]([O:29][CH2:30][O:31][CH3:32])=[CH:25][CH:24]=3)[N:20]=[C:19]3[N:33]([CH:37]4[CH2:42][CH2:41][CH2:40][CH2:39][O:38]4)[N:34]=[C:35]([CH3:36])[C:18]=23)[C:10]([CH3:44])([CH3:43])[CH2:9]1)C1C=CC=CC=1>ClCCl>[CH3:32][O:31][CH2:30][O:29][C:26]1[CH:25]=[CH:24][C:23]([C:21]2[N:20]=[C:19]3[N:33]([CH:37]4[CH2:42][CH2:41][CH2:40][CH2:39][O:38]4)[N:34]=[C:35]([CH3:36])[C:18]3=[C:17]([CH2:16][N:11]3[CH2:12][C:13]([CH3:15])([CH3:14])[NH:8][CH2:9][C:10]3([CH3:44])[CH3:43])[CH:22]=2)=[CH:28][CH:27]=1

Participants

3

Reactant 1

HCID 90014026HCID 90014026, compound

Product 1

HCID 90013940HCID 90013940, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.44 g of 4-(4-benzyl-2,2,5,5-tetramethyl-piperazin-1-ylmethyl)-6-(4-methoxymethoxy-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine were dissolved in 16 ml dichloromethane and purged with argon. 1.44 g Palladium (10% on charcoal) were added and the mixture was hydrogenated at r.t. for 5 h. The catalyst was filtered off using celite and the solvents were evaporated. 1.13 g (93%) of the crude title compound were obtained, which were used in the next step without further purification.

Workup

  1. custompurged with argon
  2. addition1.44 g Palladium (10% on charcoal) were added
  3. filtrationThe catalyst was filtered off
  4. customthe solvents were evaporated

Sources & evidence

ORD record
ord-a4b8f064ca9d4398a613b81f7fc36dd8
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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