Ethanol → HCID 24985023, compound

HRID 388131Notes

Reaction equation

HRID 388131 reaction equation
[C:1]1([C@H:7]([NH:9][C:10]2[C:15]([N+:16]([O-])=O)=CN=[C:12]([C:19]3[CH:28]=[CH:27][CH:26]=[C:25]4[C:20]=3[CH:21]=[CH:22][CH:23]=[N:24]4)[CH:11]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1([C@H](NC2C=C(C3C=CC=C4C=3C=CC=N4)N=C[C:39]=2[NH2:54])C)C=CC=CC=1.[H][H].[CH2:57]([OH:59])C>[Pd]>[C:1]1([C@H:7]([N:9]2[C:10]3[C:15](=[N:54][CH:39]=[C:12]([C:19]4[CH:28]=[CH:27][CH:26]=[C:25]5[C:20]=4[CH:21]=[CH:22][CH:23]=[N:24]5)[CH:11]=3)[NH:16][C:57]2=[O:59])[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 86626409HCID 86626409, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 24985023HCID 24985023, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

((1R)-1-phenylethyl)(3-amino-6-(5-quinolyl)(4-pyridyl))amine ((1R)-1-Phenylethyl)(5-nitro-2-(5-quinolyl)(4-pyridyl))amine (500 mg, 1.35 mmol) was dissolved in ethanol (100 mL). Palladium on carbon (70 mg) was added followed by a hydrogen balloon. The reaction was stirred at room temperature for 18 h, then filtered through celite. The filtrate was condensed under reduced pressure to afford the desired product (450 mg, 97.9%). (MS (ESI) m/z 341 [M+1]+.

Workup

  1. filtrationfiltered through celite
  2. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-ebef9d952b684c2ca9414dd62f5fef6f
Source dataset
uspto-grants-2013_02
Patent number
US08372976B2

Reaction notes

Loading…