4-(2-Methylamino-pyrimidin-4-yloxy)-2-nitro-phenol → HCID 17755112, compound

HRID 491661Notes

Reaction equation

HRID 491661 reaction equation
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([N+:17]([O-])=O)[CH:11]=2)[CH:6]=[CH:5][N:4]=1>CO.CCOC(C)=O>[NH2:17][C:12]1[CH:11]=[C:10]([O:9][C:7]2[CH:6]=[CH:5][N:4]=[C:3]([NH:2][CH3:1])[N:8]=2)[CH:15]=[CH:14][C:13]=1[OH:16]

Participants

4

Reactant 1

HCID 177550144-(2-Methylamino-pyrimidin-4-yloxy)-2-nitro-phenol

Product 1

HCID 17755112HCID 17755112, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-(2-Methylamino-pyrimidin-4-yloxy)-2-nitro-phenol (Step D, 0.163 g, 0.620 mmol) was dissolved in 7 mL MeOH and 15 mL EtOAc. To the argon-degassed solution was added 10% by weight Pd/C (0.08 g). The reaction was stirred vigorously at RT under 1 atm H2 gas for 18 h. The reaction was filtered through a Celite® plug and concentrated to dryness to yield the title compound. MS (MH+)=233.1; MW Calc'd 232.24 for C11H12N4O2.

Workup

  1. customTo the argon-degassed solution
  2. additionwas added 10% by weight Pd/C (0.08 g)
  3. filtrationThe reaction was filtered through a Celite® plug
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-e1d7a803038143f99f572be69c561ccc
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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