Methyl alpha-[6-methyl-2-chloro-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate → Methyl [6-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate

HRID 2400122Notes

Reaction equation

HRID 2400122 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:11]=2)[C:3]=1[CH2:22][C:23]([O:25][CH3:26])=[O:24]>CO.C(N(CC)CC)C.[Pd]>[CH3:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([O:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:11]=2)[C:3]=1[CH2:22][C:23]([O:25][CH3:26])=[O:24]

Participants

4

Reactant 1

HCID 19044661Methyl alpha-[6-methyl-2-chloro-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate

Product 1

HCID 19044665Methyl [6-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 22728368Triethylamine methanolSolvent

Procedure

Methyl α-[6-methyl-2-chloro-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate is dissolved in methanol/triethylamine (50 ml/10 ml) and hydrogenated over Pd on charcoal (0.2 g). The reaction mixture is evaporated. Addition of potassium carbonate, ether extraction and chromatography on silica gel gives pure methyl α-[6-methyl-4-(3-phenylphenoxy)-5-pyrimidinyl]-acetate.

Workup

  1. customThe reaction mixture is evaporated
  2. additionAddition of potassium carbonate, ether extraction and chromatography on silica gel

Sources & evidence

ORD record
ord-8c5651326c36428e8fcef44f6cfc5f83
Source dataset
uspto-grants-1995_09
Patent number
US05453427

Reaction notes

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