Methylamine → 2-chloro-N-methyl-7-(6-(trifluoromethyl)pyridin-3-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine

HRID 2370237

Reaktionsgleichung

Reaktionsgleichung von HRID 2370237
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:12]=[N:13][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:15][CH:16]=3)[C:6]=2[N:7]=1.[CH3:22][NH2:23]>CN1C(=O)CCC1>[Cl:1][C:2]1[N:3]=[C:4]([NH:23][CH3:22])[C:5]2[CH2:10][CH2:9][CH:8]([C:11]3[CH:12]=[N:13][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:15][CH:16]=3)[C:6]=2[N:7]=1

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 580757202,4-dichloro-7-(6-(trifluoromethyl)pyridin-3-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Produkt 1

HCID 580756152-chloro-N-methyl-7-(6-(trifluoromethyl)pyridin-3-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amineAusbeute 24,64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

To a solution of 2,4-dichloro-7-(6-(trifluoromethyl)pyridin-3-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidine (33 mg, 0.099 mmol) in NMP (Volume: 5 mL) was added methanamine (0.247 mL, 0.494 mmol). The reaction mixture was stirred at room temperature for 2 h. The product was partitioned between ethyl acetate & water. The organic layers were combined and dried in vacuum to afford 2-chloro-N-methyl-7-(6-(trifluoromethyl)pyridin-3-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine (8 mg, 0.024 mmol, 24.64% yield). LC-MS (M+H)+=329.0.

Aufarbeitung

  1. customThe product was partitioned between ethyl acetate & water
  2. customdried in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-02c9919fff1c4ec9b212cb1a562389d3
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08710061B2

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