Acetonitrile → 3,3-Dimethyl-1-{[6-(5-methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-methyl}-cyclohexanol

HRID 19651Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 19651
Cl[C:2]1[C:3]2[CH2:11][N:10]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][N:13]=3)[CH2:9][CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:19][CH2:20][C:21]1([OH:29])[CH2:26][CH2:25][CH2:24][C:23]([CH3:28])([CH3:27])[CH2:22]1.C(#N)C.C(=O)(O)[O-].[Na+]>>[CH3:27][C:23]1([CH3:28])[CH2:24][CH2:25][CH2:26][C:21]([CH2:20][NH:19][C:2]2[C:3]3[CH2:11][N:10]([C:12]4[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][N:13]=4)[CH2:9][CH2:8][C:4]=3[N:5]=[CH:6][N:7]=2)([OH:29])[CH2:22]1

Komponenten

5

Edukt 4

HCID 6342AcetonitrileHCID 516892Sodium BicarbonateHCID 468357271-(Aminomethyl)-3,3-dimethylcyclohexanolHCID 593464574-Chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine

Produkt 1

HCID 593465433,3-Dimethyl-1-{[6-(5-methyl-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-methyl}-cyclohexanol

Versuchsvorschrift

4-chloro-5,6,7,8-tetrahydro-6-(5-methylpyridin-2-yl)pyrido[4,3-d]pyrimidine (0.030 g, 0.00012 mol) and 1-aminomethyl-3,3-dimethyl-cyclohexanol (0.022 g, 0.00014 mol) in acetonitrile (3 mL, 0.06 mol) was heated via microwave in a sealed tube at at 180° C. for a total of 2 hours and five minutes. The reaction mixture was cooled to room temperature and poured into saturated sodium bicarbonate. The mixture was extracted with equal amounts of ethyl acetate and the organic layer was dried over magnesium sulfate. The residue was purified by flash chromatography over silica gel methanol/dichloromethane (0-10%) to yield the title compound.

Aufarbeitung

  1. extractionThe mixture was extracted with equal amounts of ethyl acetate
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. customThe residue was purified by flash chromatography over silica gel methanol/dichloromethane (0-10%)

Quellen und Nachweise

ORD-Eintrag
ord-5a4f96fd9b2840b29bc65860decf3aba
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745451B2

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