Sodium ethoxide → (7-benzyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-phenyl-amine

HRID 400465Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 400465
Cl.[CH2:2]([N:9]1[CH2:15][CH2:14][C:13](Cl)=[C:12]([CH:17]=O)[CH2:11][CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26]([NH2:28])[NH2:27])=[CH:21][CH:20]=1.C(O)(O)=O.C([O-])C.[Na+]>C(O)C>[CH2:2]([N:9]1[CH2:10][CH2:11][C:12]2[CH:17]=[N:27][C:26]([NH:25][C:22]3[CH:23]=[CH:24][CH:19]=[CH:20][CH:21]=3)=[N:28][C:13]=2[CH2:14][CH2:15]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 2723922Sodium ethoxideHCID 16217093Carbonic acid, compound with phenylguanidine (1:1)HCID 189435411-benzyl-5-chloro-2,3,6,7-tetrahydro-1H-azepine-4-carbaldehyde hydrochloride

Produkt 1

HCID 86686075(7-benzyl-6,7,8,9-tetrahydro-5H-pyrimido[4,5-d]azepin-2-yl)-phenyl-amineAusbeute 26 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

1 g 1-benzyl-5-chloro-2,3,6,7-tetrahydro-1H-azepine-4-carbaldehyde hydrochloride was added to 1 g phenylguanidine carbonate salt and 1 g sodium ethanolate in 25 mL ethanol. The reaction was stirred 4 h at 70° C. The mixture was filtered over silica gel and the solvent was removed. The residue was purified by chromatography on silica gel (dichlormethane/MeOH/ammonia: 19/1/0.1) to yield 300 mg of the desired product.

Aufarbeitung

  1. filtrationThe mixture was filtered over silica gel
  2. customthe solvent was removed
  3. customThe residue was purified by chromatography on silica gel (dichlormethane/MeOH/ammonia: 19/1/0.1)

Quellen und Nachweise

ORD-Eintrag
ord-afee4ea0a0fa4078a729b243170162ac
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08741892B2

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