HCID 58086595, compound → HCID 58087617, compound

HRID 1965001Notes

Reaction equation

HRID 1965001 reaction equation
C([O:8][C:9]1[C:10]([F:42])=[C:11]([C:38]([F:41])=[CH:39][CH:40]=1)[CH2:12][C:13]1[C:21]2[C:16](=[N:17][CH:18]=[C:19]([C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)[CH:20]=2)[N:15]([Si:28]([CH:35]([CH3:37])[CH3:36])([CH:32]([CH3:34])[CH3:33])[CH:29]([CH3:31])[CH3:30])[CH:14]=1)C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:42][C:10]1[C:11]([CH2:12][C:13]2[C:21]3[C:16](=[N:17][CH:18]=[C:19]([C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)[CH:20]=3)[N:15]([Si:28]([CH:32]([CH3:34])[CH3:33])([CH:35]([CH3:36])[CH3:37])[CH:29]([CH3:30])[CH3:31])[CH:14]=2)=[C:38]([F:41])[CH:39]=[CH:40][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 58086595HCID 58086595, compound

Product 1

HCID 58087617HCID 58087617, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To 3-(3-Benzyloxy-2,6-difluoro-benzyl)-5-pyridin-3-yl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (548, 510.0 mg, 0.87 mmol) in methanol (20.0 mL) was added 20% Pd(OH)2/C (50 mg). The reaction was stirred under an atmosphere of hydrogen for 2 hours. Filtration and concentration gave the compound as white solid (549, 427 mg, 99%).

Workup

  1. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-565277733f014d16adb0b1305f301364
Source dataset
uspto-grants-2013_04
Patent number
US08415469B2

Reaction notes

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