HCID 59494579, compound → HCID 59494895, compound

HRID 872015Notes

Reaction equation

HRID 872015 reaction equation
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([CH2:16][N:17]([CH:33]4[CH2:35][CH2:34]4)[C:18]([C@@H:20]4[O:25][CH2:24][CH2:23][N:22]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:21]4)=[O:19])=[CH:13][CH:14]=3)[N:9]([CH2:36][CH2:37][CH2:38][O:39][CH3:40])[N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[H][H]>C(O)C.[C].[Pd]>[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([CH2:16][N:17]([CH:33]4[CH2:34][CH2:35]4)[C:18]([C@@H:20]4[O:25][CH2:24][CH2:23][N:22]([C:26]([O:28][C:29]([CH3:31])([CH3:32])[CH3:30])=[O:27])[CH2:21]4)=[O:19])=[CH:13][CH:14]=3)[N:9]([CH2:36][CH2:37][CH2:38][O:39][CH3:40])[N:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 59494579HCID 59494579, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59494895HCID 59494895, compoundYield 34.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

10% Palladium-Carbon (30 mg) was added to a solution of tert-butyl(2R)-2-{[{[3-cyclohex-1-ene-1-yl-1-(3-methoxypropyl)-1H-indazol-6-yl]methyl}(cyclopropyl)amino]carbonyl}morpholin-4-carboxylate (300 mg) in ethanol (5 ml) and the mixture was stirred under normal pressure of hydrogen atmosphere at room temperature for 5 hours. Insolble materials were filtered through Celite and the filtrate was concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane to n-hexane/ethyl acetate=1/2) to give tert-butyl(2R)-2-{[{[3-cyclohexyl-1-(3-methoxypropyl)-1H-indazol-6-yl]methyl}(cyclopropyl)amino]carbonyl}morpholin-4-carboxylate (105 mg) as a colorless oil.

Workup

  1. filtrationInsolble materials were filtered through Celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane to n-hexane/ethyl acetate=1/2)

Sources & evidence

ORD record
ord-9fd1811698e14b9aae153ed3a488e72d
Source dataset
uspto-grants-2015_03
Patent number
US08975252B2

Reaction notes

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