Diethyl squarate → 3-{[4-(4-Amino-6-ethylthieno[2,3-d]pyrimidin-5-yl)phenyl]amino}-4-ethoxy-3-cyclobutene-1,2-dione

HRID 227635Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 227635
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:16]3[C:15]([NH2:17])=[N:14][CH:13]=[N:12][C:11]=3[S:10][C:9]=2[CH2:18][CH3:19])=[CH:4][CH:3]=1.[CH2:20]([O:22][C:23]1[C:24](=O)[C:25](=[O:30])[C:26]=1[O:27]CC)[CH3:21]>C(O)C>[NH2:17][C:15]1[C:16]2[C:8]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:24]4[C:25](=[O:30])[C:26](=[O:27])[C:23]=4[O:22][CH2:20][CH3:21])=[CH:7][CH:6]=3)=[C:9]([CH2:18][CH3:19])[S:10][C:11]=2[N:12]=[CH:13][N:14]=1

Komponenten

4

Edukt 2

HCID 123228Diethyl squarateHCID 690614255-(4-Aminophenyl)-6-ethylthieno[2,3-d]pyrimidin-4-amine

Produkt 1

HCID 876759983-{[4-(4-Amino-6-ethylthieno[2,3-d]pyrimidin-5-yl)phenyl]amino}-4-ethoxy-3-cyclobutene-1,2-dioneAusbeute 55,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of Example 78A (0.135 g, 0.5 mmol) and 3,4-diethoxy-3-cyclobutene-1,2-dione (0.22 mL, 1.5 mmol) in ethanol (5 mL) was heated at 70-80° C. for 48 hours, then filtered while still hot. The filtrate was concentrated and the resulting residue was washed with hexanes and diethyl ether, and dried to provide 0.11 g of the desired product. MS (ESI(+)) m/e 395 (M+H)+.

Aufarbeitung

  1. filtrationfiltered while still hot
  2. concentrationThe filtrate was concentrated
  3. washthe resulting residue was washed with hexanes and diethyl ether
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e2f59e577fe34f3fb264b0265472da9d
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07560552B2

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