HCID 90149137, compound → HCID 90149563, compound

HRID 2202544Notes

Reaction equation

HRID 2202544 reaction equation
[CH3:1][O:2][C:3]1[C:12]([C:13]2[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]=2)=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1>CCOC(C)=O.CO.[Pd]>[NH2:28][C@H:18]([C:16]1[NH:17][C:13]([C:12]2[C:3]([O:2][CH3:1])=[N:4][C:5]3[C:10]([CH:11]=2)=[CH:9][CH:8]=[CH:7][CH:6]=3)=[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 90149137HCID 90149137, compound

Product 1

HCID 90149563HCID 90149563, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A3 was dissolved in EtOAc/MeOH (1:1) (0.01 M) and treated with Pd/C. Mixture was purged with N2 and stirred under H2 atmosphere at room temperature for 24 h. Then, reaction mixture was filtered through a pad of silica and filtrate was concentrated under vacuum to give the title compound which was used as such in the next step. MS (ES+) C21H27N5O2: 382 (M+H)+.

Workup

  1. customMixture was purged with N2
  2. customThen, reaction mixture
  3. filtrationwas filtered through a pad of silica and filtrate
  4. concentrationwas concentrated under vacuum

Sources & evidence

ORD record
ord-e25e61f9ebd0482cb5cafde6548dc773
Source dataset
uspto-grants-2016_06
Patent number
US09365541B2

Reaction notes

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