HCID 68762213, compound → HCID 68761562, compound

HRID 79573Notes

Reaction equation

HRID 79573 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]3[NH:20][CH:21]=[C:22]([NH:23][C:24](=[O:28])[CH2:25][CH2:26][CH3:27])[C:15]=23)[CH2:10][CH2:9]1)C1C=CC=CC=1>CO.Cl.[Pd]>[N:11]1([C:14]2[CH:19]=[CH:18][N:17]=[C:16]3[NH:20][CH:21]=[C:22]([NH:23][C:24](=[O:28])[CH2:25][CH2:26][CH3:27])[C:15]=23)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 1

HCID 68762213HCID 68762213, compound

Product 1

HCID 68761562HCID 68761562, compoundYield 93.8%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

N-(4-(4-Benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)butyramide (0.070 g, 0.19 mmol) was dissolved in MeOH (1 mL). Pd/C (0.0197 g, 0.0185 mmol) was then added, followed by the addition of 3 drops of concentrated HCl. The reaction was then placed under a H2 balloon for 18 hours. The reaction was then filtered, washed with MeOH, and concentrated to give the crude product N-(4-(piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)butyramide (0.050 g, 93.8% yield).

Workup

  1. customfor 18 hours
  2. filtrationThe reaction was then filtered
  3. washwashed with MeOH
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-521b0c305ac943fc9b03524b907a1f7b
Source dataset
uspto-grants-2014_09
Patent number
US08841304B2

Reaction notes

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