HCID 66631448, compound → HCID 66631622, compound

HRID 931785Notes

Reaction equation

HRID 931785 reaction equation
[H][H].[C:3]([O:7][C@@H:8]([C:11]1[C:12]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)=[C:13]2[C:18](=[CH:19][C:20]=1[CH3:21])[N:17]=[C:16]([CH:22]=[CH2:23])[CH:15]=[CH:14]2)[CH2:9][OH:10])([CH3:6])([CH3:5])[CH3:4]>C(O)C.O=[Al]O[Al]=O.[Rh]>[C:3]([O:7][C@@H:8]([C:11]1[C:12]([C:24]2[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=2)=[C:13]2[C:18](=[CH:19][C:20]=1[CH3:21])[N:17]=[C:16]([CH2:22][CH3:23])[CH:15]=[CH:14]2)[CH2:9][OH:10])([CH3:4])([CH3:5])[CH3:6]

Participants

5

Reactant 2

HCID 66631448HCID 66631448, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66631622HCID 66631622, compound

Reagents, catalysts & solvents 2

HCID 16218580Rh-Al2O3CatalystHCID 702EthanolSolvent

Procedure

A balloon filled with hydrogen was connected to a degassed mixture of (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-vinylquinolin-6-yl)ethanol (9 mg, 0.024 mmol) and Rhodium on activated alumina (2 mg, cat.) in ethanol. The mixture was stirred at room temperature for 2 hours, filtered and concentrated to dry. The obtained residue was used on next step reaction without purification. LCMS-ESI+ (m/z): 398.2, 400.2 (M+H)+.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customto dry
  4. customThe obtained residue was used on next step reaction without purification

Sources & evidence

ORD record
ord-753675ca759f42e5a2213a260fac6096
Source dataset
uspto-grants-2016_03
Patent number
US09296758B2

Reaction notes

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