2-Amino-4,6-dimethoxypyrimidine → 4-(Cyclopropylcarbonyl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1-methyl-1H-pyrazole-5-sulfonamide

HRID 231405

Reaktionsgleichung

Reaktionsgleichung von HRID 231405
[CH:1]1([C:4]([C:6]2[CH:7]=[N:8][N:9]([CH3:15])[C:10]=2[S:11]([NH2:14])(=[O:13])=[O:12])=[O:5])[CH2:3][CH2:2]1.C1(N[C:23](=O)[O-:24])C=CC=CC=1.[CH3:26][O:27][C:28]1[CH:33]=[C:32]([O:34][CH3:35])[N:31]=[C:30]([NH2:36])[N:29]=1.[N+](=C1CCCCCCCCCC1C1CCCCCCCCCC1)=[N-]>C(#N)C>[CH:1]1([C:4]([C:6]2[CH:7]=[N:8][N:9]([CH3:15])[C:10]=2[S:11]([NH:14][C:23]([NH:36][C:30]2[N:31]=[C:32]([O:34][CH3:35])[CH:33]=[C:28]([O:27][CH3:26])[N:29]=2)=[O:24])(=[O:13])=[O:12])=[O:5])[CH2:2][CH2:3]1

Komponenten

6

Edukt 4

HCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 142309984-Cyclopropylcarbonyl-1-methyl-5-pyrazolesulfonamideHCID 21896570PhenylcarbamateHCID 22171225HCID 22171225, Verbindung

Produkt 1

HCID 142309994-(Cyclopropylcarbonyl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1-methyl-1H-pyrazole-5-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a stirring mixture of the sulfonamide from Example 2 (175 mg, 0.76 mmol) and the phenylcarbamate of 4,6-dimethoxy-2-aminopyrimidine (210 mg, 0.76 mmol) in 3 ml of acetonitrile was added diazobicycloundecane (116 mg, 0.76 mmol). The solution was stirred for approximately 10 minutes. Acidification of the reaction mixture and filtration of the resulting solids afforded 300 mg of the desired compound m.p. 189°-192° C. NMR (200 MHz, CDCl3) 1.0 (m, 2H), 1.1 (m, 2H), 2.4 (m, 1H), 4.0 (s, 6H), 4.35 (s, 1H), 5.80 (s, 1H), 7.4 (br. s, 1H), 8.05 (s, 1H), 12.9 (s, 1H).

Aufarbeitung

  1. filtrationAcidification of the reaction mixture and filtration of the resulting solids

Quellen und Nachweise

ORD-Eintrag
ord-5b8f307d02064ce6995a15186cec2310
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04846878

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