Isoamyl Nitrite → 2-(1H-indazol-6-yl)-4-morpholinothieno[3,2-d]pyrimidine

HRID 2098720Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2098720
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[C:11]3[S:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:4][C:3]=1[NH2:23].[N:24](OCCC(C)C)=O>C(Cl)(Cl)Cl.C(O)(=O)C>[NH:23]1[C:3]2[C:2](=[CH:7][CH:6]=[C:5]([C:8]3[N:9]=[C:10]([N:17]4[CH2:18][CH2:19][O:20][CH2:21][CH2:22]4)[C:11]4[S:16][CH:15]=[CH:14][C:12]=4[N:13]=3)[CH:4]=2)[CH:1]=[N:24]1

Komponenten

5

Edukt 2

HCID 8053Isoamyl NitriteHCID 671889492-Methyl-5-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)-phenylamine

Produkt 1

HCID 250237442-(1H-indazol-6-yl)-4-morpholinothieno[3,2-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a solution of 2-methyl-5-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)-phenylamine (99 mg) in chloroform (10 mL) and acetic acid (2 mL) was added isoamyl nitrite (44 μL). The reaction mixture was stirred for 2 days at room temperature. The mixture was then quenched with sodium bicarbonate solution and extracted in to chloroform and reduced in vacuo. The residue was purified using flash chromatography to yield 229. MS: ESI MH+ 338

Aufarbeitung

  1. customThe mixture was then quenched with sodium bicarbonate solution
  2. extractionextracted in to chloroform
  3. customThe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-7612dd26b14a4bc7a35bcbf943d46688
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08450315B2

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