HCID 86631538, compound → HCID 86631540, compound

HRID 659714Notes

Reaction equation

HRID 659714 reaction equation
[NH2:1][CH:2](C(OCC1C=CC=CC=1)=O)[CH2:3][CH2:4][CH2:5][C@H:6]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:7]1[NH:8][C:9]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=2)=[CH:10][N:11]=1>CO.[Pd]>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:27])([CH3:26])[CH3:28])[C:7]1[NH:8][C:9]([C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=2)=[CH:10][N:11]=1

Participants

4

Reactant 1

HCID 86631538HCID 86631538, compound

Product 1

HCID 86631540HCID 86631540, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A stirred solution (0.2 M) of the product from example 1 step 1 in MeOH was added to 10% Pd on carbon (20% w/w) and the heterogeneous mixture was stirred under H2 (g) at RT overnight. Then, the reaction mixture was filtered through a pad of celite and washed with MeOH. Evaporation of the solvent yielded (95%) the title compound as a solid.

Workup

  1. filtrationThen, the reaction mixture was filtered through a pad of celite
  2. washwashed with MeOH
  3. customEvaporation of the solvent

Sources & evidence

ORD record
ord-8021ecd14e0546cfa0bf5234e3a54bd7
Source dataset
uspto-grants-2011_12
Patent number
US08080573B2

Reaction notes

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