HCID 86635341, compound → HCID 68994150, compound

HRID 657042Notes

Reaction equation

HRID 657042 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8](=[O:32])[N:9]2[CH2:12][CH2:13][N:14]2[CH2:18][C@H:17]([OH:19])[C@H:16]([CH2:20][NH:21]C(=O)OCC3C=CC=CC=3)[CH2:15]2)=[CH:4][CH:3]=1>CO.[Pd]>[NH2:21][CH2:20][C@H:16]1[C@@H:17]([OH:19])[CH2:18][N:14]([CH2:13][CH2:12][N:9]2[C:10]3[C:5](=[CH:4][CH:3]=[C:2]([F:1])[CH:11]=3)[CH:6]=[CH:7][C:8]2=[O:32])[CH2:15]1

Participants

4

Reactant 1

HCID 86635341HCID 86635341, compound

Product 1

HCID 68994150HCID 68994150, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of phenylmethyl ({(3R,4R)-1-[2-(7-fluoro-2-oxo-1(2H)-quinolinyl)ethyl]-4-hydroxy-3-pyrrolidinyl}methyl)carbamate (0.3 g) in dry methanol (15 mL) was treated with 10% Pd/C (0.08 g) and shaken under 15 psi at room temperature for 2 hours. The Pd catalyst was filtered through Celite®. The filtrate was evaporated to dryness to give an oil (0.2 g).

Workup

  1. filtrationThe Pd catalyst was filtered through Celite®
  2. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-87d42e190cb34e3396cde5bfceb992b6
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

Loading…