Acetonitrile → HCID 70071560, compound

HRID 1069158Notes

Reaction equation

HRID 1069158 reaction equation
[NH2:1][C:2](=NO)[C:3]1[CH:4]=[C:5]([C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:15][CH:14]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1.C(#[N:30])C>[Pd]>[NH2:30][N:1]=[CH:2][C:3]1[CH:4]=[C:5]([C:9]([NH:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:15][CH:14]=2)=[O:10])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 73753167HCID 73753167, compound

Product 1

HCID 70071560HCID 70071560, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumSolvent

Procedure

The compound of Example 13 (0.49 g, 1.3 mmol) was dissolved in ACOH and hydrogenated with 4% Pd/C (53% wet, 0.050 g) in a Parr Shaker (60 psi, 60C). The catalyst was filtered off and the filtrate concentrated in vacuo to give a white solid. The solid was slurried with acetonitrile and the resulting white solid was collected by vacuum filtration (0.423 g). Analysis Calculated for C20H23N3O3.1.6 AcOH: C, 61.99; H, 6.59; N, 9.35. Found: C, 61.81; H, 6.50; N, 9.42. M+=353.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate concentrated in vacuo
  3. customto give a white solid
  4. filtrationthe resulting white solid was collected by vacuum filtration (0.423 g)

Sources & evidence

ORD record
ord-53e496300ba84b0a8055bb06c192263d
Source dataset
uspto-grants-2001_06
Patent number
US06251944B1

Reaction notes

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