Diisopropylethylamine → HCID 59344701, compound

HRID 2426484Notes

Reaction equation

HRID 2426484 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:29]=[CH:30][C:31]=1[F:32])[CH2:5][N:6]1[CH2:15][CH2:14][C:13]2[C:8](=[C:9]([OH:27])[C:10](=[O:26])[N:11]3[C@@H:21]([CH2:22][OH:23])[CH2:20][CH2:19][CH2:18][N:17]([CH3:24])[C:16](=[O:25])[C:12]3=2)[C:7]1=[O:28].C(N(C(C)C)CC)(C)C>CCO.[OH-].[OH-].[Pd+2]>[F:32][C:31]1[CH:2]=[CH:3][C:4]([CH2:5][N:6]2[CH2:15][CH2:14][C:13]3[C:8](=[C:9]([OH:27])[C:10](=[O:26])[N:11]4[C@@H:21]([CH2:22][OH:23])[CH2:20][CH2:19][CH2:18][N:17]([CH3:24])[C:16](=[O:25])[C:12]4=3)[C:7]2=[O:28])=[CH:29][CH:30]=1

Participants

5

Reactant 2

HCID 81531DiisopropylethylamineHCID 59344724HCID 59344724, compound

Product 1

HCID 59344701HCID 59344701, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A mixture of (6R)-11-(3-chloro-4-fluorobenzyl)-9-hydroxy-6-(hydroxymethyl)-2-methyl-3,4,5,6,12,13-hexahydro-2H-[1,4]diazocino[2,1-a]-2,6-naphthyridine-1,8,10(11H)-trione (109 mg, 0.24 mmol), 20% Pd(OH)2 on carbon (40 mg) and diisopropylethylamine (0.1 mL) in EtOH (2.4 mL) was stirred under hydrogen atmosphere for 20 hours. The reaction mixture was filtered through a Celite pad and the filtrate concentrated under vacuum to afford the title compound.

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-c331a47dde1a436f86380e91be73fae6
Source dataset
uspto-grants-2011_06
Patent number
US07968564B2

Reaction notes

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