Benzenamine, 3-ethynyl- → (3-Ethynyl-phenyl)-(5-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amine

HRID 1937411Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1937411
Cl[C:2]1[C:3]2[C:10]([S:11][CH3:12])=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:13][C:14]1[CH:15]=[C:16]([C:20]#[CH:21])[CH:17]=[CH:18][CH:19]=1>CO>[C:20]([C:16]1[CH:15]=[C:14]([NH:13][C:2]2[C:3]3[C:10]([S:11][CH3:12])=[CH:9][NH:8][C:4]=3[N:5]=[CH:6][N:7]=2)[CH:19]=[CH:18][CH:17]=1)#[CH:21]

Komponenten

4

Edukt 2

HCID 104682Benzenamine, 3-ethynyl-HCID 107743844-Chloro-5-(methylsulfanyl)-7H-pyrrolo[2,3-D]pyrimidine

Produkt 1

HCID 22460823(3-Ethynyl-phenyl)-(5-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-amineAusbeute 27,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

To 4-chloro-5-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine (150 mg, 0.75 mmol) in dry methanol (2 ml) was added m-aminophenyl acetylene (110 mg, 0.90 mmol). The solution was heated in a sealed pressure tube at 125° C. for 5.5 hours. The reaction mixture was cooled to ambient temperature, filtered with a small amount of methanol and dried in vacuo to afford the title compound as a tan powder (57 mg, 27%). TS-MS: 281 (MH+); anal. RP18-HPLC RT:4.74 min.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. filtrationfiltered with a small amount of methanol
  3. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e36e440249db48d89ffb603570f5d4eb
Quelldatensatz
uspto-grants-2002_05
Patentnummer
US06395733B1

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