HCID 17756185, compound → 4-(2-Methylamino-pyrimidin-4-yloxy)-phenol

HRID 491659Notes

Reaction equation

HRID 491659 reaction equation
C([O:8][C:9]1[CH:23]=[CH:22][C:12]([O:13][C:14]2[CH:19]=[CH:18][N:17]=[C:16]([NH:20][CH3:21])[N:15]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.CCOC(C)=O>[CH3:21][NH:20][C:16]1[N:15]=[C:14]([O:13][C:12]2[CH:22]=[CH:23][C:9]([OH:8])=[CH:10][CH:11]=2)[CH:19]=[CH:18][N:17]=1

Participants

4

Reactant 1

HCID 17756185HCID 17756185, compound

Product 1

HCID 177565984-(2-Methylamino-pyrimidin-4-yloxy)-phenol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

[4-(4-Benzyloxy-phenoxy)-pyrimidin-2-yl]-methyl-amine (Step B, 0.75 g, 2.44 mmol) was dissolved in 5 mL MeOH and 10 mL EtOAc. To the argon-degassed solution was added 10% by weight Pd/C (0.15 g). The reaction was stirred vigorously at RT under 1 atm H2 gas for 4 days. The reaction was filtered through Celite® and concentrated in vacuo to yield the title compound. MS (MH+)=218.1; Calc'd 217.23 for C11H11N3O2.

Workup

  1. customTo the argon-degassed solution
  2. additionwas added 10% by weight Pd/C (0.15 g)
  3. filtrationThe reaction was filtered through Celite®
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-321aae7f45ff49a6bce5a0f5b52b9df2
Source dataset
uspto-grants-2009_05
Patent number
US07531553B2

Reaction notes

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