4-Chloro-6-(phenylethynyl)pyrimidin-5-amine → 4-Chloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine

HRID 1261319Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1261319
[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[CH:4][N:3]=1>CN1C(=O)CCC1>[Cl:1][C:2]1[C:7]2[NH:8][C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][C:6]=2[N:5]=[CH:4][N:3]=1

Komponenten

3

Edukt 1

HCID 594245784-Chloro-6-(phenylethynyl)pyrimidin-5-amine

Produkt 1

HCID 573550364-Chloro-6-phenyl-5H-pyrrolo[3,2-d]pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

To a solution of 251 (30.8 mg, 0.134 mmol) in NMP (1.4 mL) a suspension of KH in mineral oil (35%, 31 mL, 0.268 mmol) was added in one portion. The mixture was stirred at room temperature overnight and partitioned between EtOAc and water. The organic phase was collected, dried over anhydrous Na2SO4 and concentrated. The residue was purified by flash chromatography, eluent EtOAc/hexane (1:2) to afford title compound affording 252 (22.7 mg, 74% yield). MS (m/z): 230.1 (100%) 232.1 (33%) (M+1).

Aufarbeitung

  1. additionwas added in one portion
  2. custompartitioned between EtOAc and water
  3. customThe organic phase was collected
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatography, eluent EtOAc/hexane (1:2)

Quellen und Nachweise

ORD-Eintrag
ord-2ed946cb5baa4da3b08ec9fe8f5700f1
Quelldatensatz
uspto-grants-2013_06
Patentnummer
US08470850B2

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