HCID 66767255, compound → HCID 86638477, compound

HRID 1662007Notes

Reaction equation

HRID 1662007 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[C:18]1[CH:19]=[CH:20][C:21]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[N:22][CH:23]=1)[N:14]([CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][O:33]1)[N:13]=[CH:12]2)C1C=CC=CC=1>CCO.CCOC(C)=O.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][C:17]=1[C:18]1[CH:19]=[CH:20][C:21]([NH:24][C:25](=[O:31])[O:26][C:27]([CH3:28])([CH3:29])[CH3:30])=[N:22][CH:23]=1)[N:14]([CH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][O:33]1)[N:13]=[CH:12]2

Participants

5

Reactant 1

HCID 66767255HCID 66767255, compound

Product 1

HCID 86638477HCID 86638477, compoundYield 93.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 5-(5-(benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-6-yl)pyridin-2-ylcarbamate (260 mg, 519 μmol) in EtOH (25 mL) and EtOAc (25 mL) is added Pd/C (100 mg, 10% wt) under N2. The resulting mixture is degassed by evacuation and backfilled with nitrogen. Then the reaction mixture is stirred at RT under H2 atmosphere for 6 hours. The reaction mixture is filtered. The filtrate is concentrated to give the product (200 mg, 93.8% yield). MS (m/z): 411.1 (M+H).

Workup

  1. customThe resulting mixture is degassed by evacuation
  2. filtrationThe reaction mixture is filtered
  3. concentrationThe filtrate is concentrated

Sources & evidence

ORD record
ord-e87170014f25461e94d468310a6f127c
Source dataset
uspto-grants-2011_10
Patent number
US08030302B2

Reaction notes

Loading…