HCID 178424068, compound → HCID 178424067, compound

HRID 852055Notes

Reaction equation

HRID 852055 reaction equation
[CH3:1][C:2]([CH3:29])([CH3:28])[CH2:3][N:4]([CH3:27])[C:5]1[C:10]([N+:11]([O-])=O)=[C:9]([NH:14][C:15]2[CH:20]=[C:19]([C:21]3[NH:25][CH:24]=[N:23][N:22]=3)[CH:18]=[CH:17][C:16]=2[CH3:26])[N:8]=[CH:7][N:6]=1>CO.[Pd]>[CH3:1][C:2]([CH3:29])([CH3:28])[CH2:3][N:4]([CH3:27])[C:5]1[C:10]([NH2:11])=[C:9]([NH:14][C:15]2[CH:20]=[C:19]([C:21]3[NH:25][CH:24]=[N:23][N:22]=3)[CH:18]=[CH:17][C:16]=2[CH3:26])[N:8]=[CH:7][N:6]=1

Participants

4

Reactant 1

HCID 178424068HCID 178424068, compound

Product 1

HCID 178424067HCID 178424067, compoundYield 25.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-(2,2-dimethyl-propyl)-N-methyl-N′-[2-methyl-5-(4H-[1,2,4]triazol-3-yl)phenyl]-5-nitro-pyrimidine-4,6-diamine (20 mg, 0.05 mmol) in 5 mL of methanol was added a catalytic amount of 10% Pd/C. The vessel was placed under a hydrogen atmosphere of 20 psi for 1 h at room temperature. The solution was filtered, and the filtrate was evaporated under vacuum to afford 4.6 mg of the product (Yield: 25%). MS (m/z) calcd for C19H26N8 (MH+), 367.2, found, 367.4.

Workup

  1. filtrationThe solution was filtered
  2. customthe filtrate was evaporated under vacuum

Sources & evidence

ORD record
ord-45d20a243d084f52bebc49b1d7af1097
Source dataset
uspto-grants-2007_08
Patent number
US07253174B2

Reaction notes

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