Diglyme → 4-(4-Methyl-piperazin-1-yl)-6,7,8,9-tetrahydro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamine

HRID 1422986

Reaktionsgleichung

Reaktionsgleichung von HRID 1422986
[NH2:1][C:2]1[NH:7][C:6]2[C:8]3[CH2:14][CH2:13][CH2:12][CH2:11][C:9]=3[S:10][C:5]=2[C:4](=O)[N:3]=1.C(OC(C1SC2CCCC[C:23]=2[C:22]=1[NH2:30])=O)C.Cl.Cl[C:33](N)=[NH:34].COCCO[CH2:41][CH2:42]OC>>[CH3:33][N:34]1[CH2:42][CH2:41][N:30]([C:4]2[C:5]3[S:10][C:9]4[CH2:11][CH2:12][CH2:13][CH2:14][C:8]=4[C:6]=3[N:7]=[C:2]([NH2:1])[N:3]=2)[CH2:22][CH2:23]1

Komponenten

5

Edukt 4

HCID 8150DiglymeHCID 312340Ethyl 3-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxylateHCID 3084509Chloroformamidinium chlorideHCID 178508937HCID 178508937, Verbindung

Produkt 1

HCID 252267754-(4-Methyl-piperazin-1-yl)-6,7,8,9-tetrahydro-benzo[4,5]thieno[3,2-d]pyrimidin-2-ylamine

Reaktionsbedingungen

Temperatur
160 °C

Versuchsvorschrift

2-Amino-6,7,8,9-tetrahydro-1H-benzo[4,5]thieno[3,2-d]pyrimidin-4-one A 48 mL sealed tube was charged with 3-amino-4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid ethyl ester (2.8 g, 12.3 mmol), chloroformamidine hydrochloride (2.0 g, 17.2 mmol), and diethylene glycol dimethyl ether (24.6 mL). The tube was sealed and heated to 160° C. for 12 h with vigorous stirring. Filtration afforded the desired compound as a beige solid (2.6 g). MS: No signal. 1H NMR (400 MHz, d6-DMSO) δ ppm 2.84-2.73 (m, 2H), 2.58-2.51 (m, 2H), 1.89-1.70 (m, 4H).

Aufarbeitung

  1. customThe tube was sealed
  2. filtrationFiltration

Quellen und Nachweise

ORD-Eintrag
ord-2aa01463048047c08e3ca34557402dc5
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927555B2

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