Water → phenyl[4-(1H-pyrrolo[3,2-c]pyridin-3-yl)pyrimidin-2-yl]-amine

HRID 1042551Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1042551
C(=O)([O-])[O-].[K+].[K+].C[Si](C)(C)[C:9]#[C:10][C:11]([C:13]1[C:17]2[CH:18]=[N:19][CH:20]=[CH:21][C:16]=2[N:15](C(OC(C)(C)C)=O)[CH:14]=1)=O.C(=O)(O)O.[C:35]1([NH:41][C:42]([NH2:44])=[NH:43])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.O>COCCO>[C:35]1([NH:41][C:42]2[N:44]=[C:11]([C:13]3[C:17]4[CH:18]=[N:19][CH:20]=[CH:21][C:16]=4[NH:15][CH:14]=3)[CH:10]=[CH:9][N:43]=2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 16217093Carbonic acid, compound with phenylguanidine (1:1)HCID 58230463Tert-butyl 3-(3-trimethylsilylpropynoyl)pyrrolo[3,2-c]pyridine-1-carboxylate

Produkt 1

HCID 24884486phenyl[4-(1H-pyrrolo[3,2-c]pyridin-3-yl)pyrimidin-2-yl]-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80192-MethoxyethanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

1.2 104 mg (0.75 mmol) of potassium carbonate are added to a solution of 103 mg (0.30 mmol of tert-butyl 3-(3-trimethylsilylpropynoyl)pyrrolo-[3,2-c]pyridine-1-carboxylate and 148 mg (0.75 mmol) of phenylguanidine carbonate in 1.5 ml of ethylene glycol monomethyl ether, and the mixture is heated at the boil for 68 hours. After cooling, 10 ml of water are added, and the mixture is stirred at 40° C. for 1 h. The precipitate formed is filtered off with suction, washed with water and dried in vacuo, giving phenyl-[4-(1H-pyrrolo[3,2-c]pyridin-3-yl)pyrimidin-2-yl]amine (“A1”) as pale-brown solid; ESI 287;

Aufarbeitung

  1. temperaturethe mixture is heated at the boil for 68 hours
  2. temperatureAfter cooling
  3. customThe precipitate formed
  4. filtrationis filtered off with suction
  5. washwashed with water
  6. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bd085724012041e6b953d5889ae4e57d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557977B2

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