1,4'-Bipiperidine → 3-Methyl-2-[4-[6-(4-piperidinopiperidinyl)nicotinoyl]benzylthio]thieno[3,2-d]pyrimidin-4(3H)-one hydrochloride

HRID 1291348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1291348
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[CH:26]=[CH:25][C:11]([CH2:12][S:13][C:14]3[N:15]([CH3:24])[C:16](=[O:23])[C:17]4[S:22][CH:21]=[CH:20][C:18]=4[N:19]=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][N:3]=1.[N:29]1([CH:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>N1C=CC=CC=1>[ClH:1].[CH3:24][N:15]1[C:16](=[O:23])[C:17]2[S:22][CH:21]=[CH:20][C:18]=2[N:19]=[C:14]1[S:13][CH2:12][C:11]1[CH:25]=[CH:26][C:8]([C:6](=[O:7])[C:5]2[CH:27]=[CH:28][C:2]([N:38]3[CH2:39][CH2:40][CH:35]([N:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]4)[CH2:36][CH2:37]3)=[N:3][CH:4]=2)=[CH:9][CH:10]=1

Komponenten

4

Edukt 2

HCID 786071,4'-BipiperidineHCID 189187982-[4-(6-Chloronicotinoyl)benzylthio]-3-methylthieno[3,2-d]pyrimidin-4(3H)-one

Produkt 1

HCID 189192833-Methyl-2-[4-[6-(4-piperidinopiperidinyl)nicotinoyl]benzylthio]thieno[3,2-d]pyrimidin-4(3H)-one hydrochlorideAusbeute 62,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of 2-[4-(6-chloronicotinoyl]benzylthio]-3-methylthieno[3,2-d]pyrimidin-4(3H)-one (427 mg) and 4-piperidinopiperidine (202 mg) in pyridine (10 ml) was stirred at 80° C. for 10 hours. This reaction mixture was concentrated, the residue was dissolved in chloroform, and the solution was washed with water, dried, and concentrated. The residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=50:1:0.1) and treated with HCl/ethyl acetate for conversion to hydrochloride to provide the title compound as colorless solid (373 mg).

Aufarbeitung

  1. concentrationThis reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in chloroform
  3. washthe solution was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (chloroform: methanol: aqueous ammonia=50:1:0.1)
  7. additiontreated with HCl/ethyl acetate for conversion to hydrochloride

Quellen und Nachweise

ORD-Eintrag
ord-abe6b376ec6e42ebb6d54766e2f5a4c8
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05753664

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