Acetic Acid → 2-aminopyrido[2,3-d]pyrimidin-7(8H)-one 55

HRID 3216

Reaktionsgleichung

Reaktionsgleichung von HRID 3216
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH3:24])[C:12]2[N:13]=[C:14](S(C)(=O)=O)[N:15]=[CH:16][C:11]=2[CH:10]=1.[NH2:25][C:26]1[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=1)[C:29]([O:31][CH2:32][CH3:33])=[O:30].C(O)(=O)C>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH3:24])[C:12]2[N:13]=[C:14]([NH:25][C:26]3[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=3)[C:29]([O:31][CH2:32][CH3:33])=[O:30])[N:15]=[CH:16][C:11]=2[CH:10]=1

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 11400Ethyl 3-aminobenzoateHCID 105961576-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

Produkt 1

HCID 53279012-aminopyrido[2,3-d]pyrimidin-7(8H)-one 55

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of 0.226 g (0.58 mmol) of 6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 39 and 0.40 g (2.42 mmol) of 3-aminobenzoic acid, ethyl ester was fused in a 170° C. oil bath to give a clear melt. After 6 minutes, the melt was cooled to ca. 100° C. Glacial acetic acid (1 mL) was added to dissolve the melt. Water (5 mL) was added to precipitate a solid. The solid was filtered, washed well with water, and triturated with 2 mL of methanol. The mixture was filtered, and the cake was washed with 1 mL of methanol and then ether; wt 0.194 g. Recrystallization from ethyl acetate gave pure product; wt 0.075 g; mp 238°-240° C.

Aufarbeitung

  1. customwas fused in a 170° C.
  2. customto give a clear melt
  3. dissolutionto dissolve the melt
  4. customto precipitate a solid
  5. filtrationThe solid was filtered
  6. washwashed well with water
  7. customtriturated with 2 mL of methanol
  8. filtrationThe mixture was filtered
  9. washthe cake was washed with 1 mL of methanol
  10. customRecrystallization from ethyl acetate
  11. customgave pure product

Quellen und Nachweise

ORD-Eintrag
ord-9fd5cd2b22e5454fb149f6f3ed738293
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05733914

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