HCID 16220808, compound → HCID 82374856, compound

HRID 403407Notes

Reaction equation

HRID 403407 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[N:5]=[CH:4][N:3]=1.[H][H]>[Pd].C(O)C>[C:12]1([CH3:17])[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:6]1[C:7]([NH2:8])=[CH:2][N:3]=[CH:4][N:5]=1

Participants

5

Reactant 2

HCID 16220808HCID 16220808, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 82374856HCID 82374856, compoundYield 786.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Chloro-5-nitro-6-o-tolyl-pyrimidine (580 mg, 0.23 mmol) and 10% palladium on carbon (125 mg, 0.116 mmol) in ethanol were stirred under 1 atmosphere of hydrogen pressure for 16 hours. Filtration followed by removal of volatiles gave the desired compound as a yellow solid (335 mg, 78%) which was used in the next step without further purification.

Workup

  1. filtrationFiltration
  2. customfollowed by removal of volatiles

Sources & evidence

ORD record
ord-8aea7f5bd80840aeac9d5bd792bad0f7
Source dataset
uspto-grants-2014_06
Patent number
US08748434B2

Reaction notes

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