HCID 90149152, compound → HCID 90149567, compound

HRID 2202555Notes

Reaction equation

HRID 2202555 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]1[NH:17][C:16]([C@@H:18]([NH:28]C(=O)OCC3C=CC=CC=3)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([NH:26][CH3:27])=[O:25])=[N:15][CH:14]=1)[CH:7]=[CH:6]2>CCOC(C)=O.CO.[Pd]>[NH2:28][C@H:18]([C:16]1[NH:17][C:13]([C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH:9]=2)=[CH:14][N:15]=1)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([NH:26][CH3:27])=[O:25]

Participants

4

Reactant 1

HCID 90149152HCID 90149152, compound

Product 1

HCID 90149567HCID 90149567, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

E3 was dissolved in EtOAc/MeOH (1:1, 0.1 M) and treated with Pd/C (10% w/w). Mixture was purged with N2 and stirred under H2 atmosphere at room temperature for 16 h. Then, reaction mixture was filtered through a pad of Solka-Floc® and filtrate was concentrated under reduced pressure to give the title compound as pale yellow oil which was used as such in the next step. MS (ES+) C22H28N4O2: 381 (M+H)+.

Workup

  1. customMixture was purged with N2
  2. customThen, reaction mixture
  3. filtrationwas filtered through a pad of Solka-Floc® and filtrate
  4. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-009af9a4ed014683a65d59eb65c51583
Source dataset
uspto-grants-2016_06
Patent number
US09365541B2

Reaction notes

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