Water → 3-{7-[2-(4-Methyl-piperazin-1-yl)-pyridin-4-yl]-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}-phenol

HRID 912099Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 912099
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[C:10]3[CH2:23][CH2:22][N:21]([C:24]4[CH:29]=[CH:28][N:27]=[C:26]([N:30]5[CH2:35][CH2:34][N:33]([CH3:36])[CH2:32][CH2:31]5)[CH:25]=4)[C:11]=3[N:12]=[C:13]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[N:14]=2)[CH:6]=[CH:7][CH:8]=1.C([S-])C.[Na+].O>CN(C)C=O>[CH3:36][N:33]1[CH2:34][CH2:35][N:30]([C:26]2[CH:25]=[C:24]([N:21]3[C:11]4[N:12]=[C:13]([N:15]5[CH2:16][CH2:17][O:18][CH2:19][CH2:20]5)[N:14]=[C:9]([C:5]5[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=5)[C:10]=4[CH2:23][CH2:22]3)[CH:29]=[CH:28][N:27]=2)[CH2:31][CH2:32]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 4459711Sodium ethanethiolateHCID 592449894-(3-Methoxy-phenyl)-7-[2-(4-methyl-piperazin-1-yl)-pyridin-4-yl]-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 248896073-{7-[2-(4-Methyl-piperazin-1-yl)-pyridin-4-yl]-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl}-phenolAusbeute 17,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

4-(3-Methoxyphenyl)-7-[2-(4-methylpiperazin-1-yl)-pyridin-4-yl]-2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (107 mg, 0.22 mmol) was heated at 150° C. in dimethylformamide (1 ml), and sodium ethanethiolate (275 mg, 3.3 mmol) was added at 15 minutes intervals in 3 portions. After heating at 150° C. for further 15 minutes followed by cooling, water (1 ml) was added, followed by washing with ethyl acetate (2 ml). After the aqueous layer was left overnight, the deposited precipitate was filtered off, and washed with water followed by drying, whereby a colorless solid was obtained (18 mg, 17.3% yield).

Aufarbeitung

  1. temperatureby cooling
  2. washby washing with ethyl acetate (2 ml)
  3. filtrationthe deposited precipitate was filtered off
  4. washwashed with water
  5. customby drying
  6. customwhereby a colorless solid was obtained (18 mg, 17.3% yield)

Quellen und Nachweise

ORD-Eintrag
ord-4fe883bd4a274716823750cd9e93f022
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022205B2

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