4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-nitro-pyrido[2,3-d]pyrimidine → 4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-amino-pyrido[2,3-d]pyrimidine

HRID 1434514

Reaction equation

HRID 1434514 reaction equation
[N:1]1([C:7]2[C:8]3[CH:25]=[C:24]([N+:26]([O-])=O)[CH:23]=[N:22][C:9]=3[N:10]=[C:11]([O:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[N:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>CO.[Pd]>[N:1]1([C:7]2[C:8]3[CH:25]=[C:24]([NH2:26])[CH:23]=[N:22][C:9]=3[N:10]=[C:11]([O:13][CH2:14][CH2:15][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[N:12]=2)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 689208664-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-nitro-pyrido[2,3-d]pyrimidine

Product 1

HCID 689245994-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-amino-pyrido[2,3-d]pyrimidineYield 46.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-nitro-pyrido[2,3-d]pyrimidine (3.35 g) was dissolved in methanol (100 mL), and to the solution was added 5% palladium on carbon (100 mg). The suspension was placed under an atmosphere of hydrogen, and stirred for five hours. The solution was filtered and evaporated, and then purified by column chromatography to give 4-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-amino-pyrido[2,3-d]pyrimidine (1.45 g) as a yellow oil.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-e066826676ff40efb82716f3e56219fb
Source dataset
uspto-grants-2009_11
Patent number
US07615552B2

Linked notes

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