HCID 57989313, compound → HCID 57989019, compound

HRID 471289Notes

Reaction equation

HRID 471289 reaction equation
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:20]([O:35][Si:36]([C:39]([CH3:42])([CH3:41])[CH3:40])([CH3:38])[CH3:37])[CH2:21][NH:22][C:23]([CH3:34])([CH3:33])[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][OH:32])[CH:26]=2)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[Si:36]([O:35][C@H:20]([C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[C:18]2[C:13]=1[CH:14]=[CH:15][C:16](=[O:19])[NH:17]2)[CH2:21][NH:22][C:23]([CH3:34])([CH3:33])[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][OH:32])[CH:26]=1)([C:39]([CH3:40])([CH3:41])[CH3:42])([CH3:38])[CH3:37]

Participants

5

Reactant 2

HCID 57989313HCID 57989313, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 57989019HCID 57989019, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of (R)-8-(benzyloxy)-5-(1-(tert-butyldimethylsilyloxy)-2-(1-(3-(hydroxymethyl)phenyl)-2-methylpropan-2-ylamino)ethyl)quinolin-2(1H)-one (Example 275, step d) (0.44 g) and palladium on carbon (10%) (80 mg) in ethanol (30 mL) was stirred vigorously under 5 bar pressure of hydrogen for 3 hours. The catalyst was filtered off and the solvent evaporated under reduced pressure to afford the subtitled compound. Yield 0.37 g.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent evaporated under reduced pressure

Sources & evidence

ORD record
ord-f40950e58f704c33babc17893552d410
Source dataset
uspto-grants-2014_01
Patent number
US08629271B2

Reaction notes

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