Carbonic acid-guanidine (1:1) → 2-Amino-5,6,7,8-tetrahydro-6-triphenylmethylpyrido-[4,3-d]pyrimidine

HRID 249310Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249310
CN(C=[C:5]1[CH2:10][C:9](=O)[CH2:8][CH2:7][N:6]1[C:12]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)C.[C:31](=O)(O)O.[NH2:35][C:36]([NH2:38])=[NH:37]>C(OCC)(=O)C>[NH2:37][C:36]1[N:38]=[CH:31][C:8]2[CH2:7][N:6]([C:12]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:5][CH2:10][C:9]=2[N:35]=1

Komponenten

4

Edukt 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 570413702-[(Dimethylamino)methylene]-1-triphenylmethyl-4-piperidone

Produkt 1

HCID 150176612-Amino-5,6,7,8-tetrahydro-6-triphenylmethylpyrido-[4,3-d]pyrimidineAusbeute 80,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

2-[(Dimethylamino)methylene]-1-triphenylmethyl-4-piperidone (0.172 g, 0.434 mmol) was dissolved in ethyl acetate (4 ml) and treated with guanidine carbonate (47 mg, 0.260 mmol). The reaction mixture was heated to reflux for sixteen hours, and then concentrated in vacuo. Purification of the residue via flash column chromatography (eluant: 3.1 ethyl acetate: hexanes) yielded the title product as a yellow oil (83 mg, 0.21 mmol, 48% yield).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for sixteen hours
  3. concentrationconcentrated in vacuo
  4. customPurification of the residue via flash column chromatography (eluant: 3.1 ethyl acetate: hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-81cc4b3dfdaf4f5c9d1d1290e010aafc
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05214051

Notizen zur Reaktion

Wird geladen…