1,1'-Thiocarbonyldiimidazole → cis(+/-)-4-Chloro-5-ethyl-N-[1-(1H-imidazol-1-ylcarbonothioyl)-3-methoxypiperidin-4-yl]-1H-imidazole-2-carboxamide

HRID 1424990Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1424990
[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2CCN(C(OC(C)(C)C)=O)C[C@H]2OC)=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8].Cl.[C:28]([O:31][CH2:32][CH3:33])(=O)C.[C:34]([N:41]1[CH:45]=[CH:44]N=C1)([N:36]1[CH:40]=[CH:39][N:38]=[CH:37]1)=[S:35]>CO>[Cl:1][C:2]1[N:3]=[C:4]([C:9]([NH:11][C@H:12]2[CH2:44][CH2:45][N:41]([C:34]([N:36]3[CH:40]=[CH:39][N:38]=[CH:37]3)=[S:35])[CH2:33][C@H:32]2[O:31][CH3:28])=[O:10])[NH:5][C:6]=1[CH2:7][CH3:8]

Komponenten

5

Edukt 3

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 21866389Hydrogen chloride-ethyl acetateHCID 86648452tert-Butyl cis(+/-)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate

Produkt 1

HCID 86648525cis(+/-)-4-Chloro-5-ethyl-N-[1-(1H-imidazol-1-ylcarbonothioyl)-3-methoxypiperidin-4-yl]-1H-imidazole-2-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

tert-Butyl cis(±)-4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1g) (130 mg, 0.34 mmol) was dissolved in methanol (1 mL). A 4 N hydrochloric acid/ethyl acetate solution (3 mL) was added, and the mixture was stirred for 15 minutes. The reaction solution was concentrated under reduced pressure, and then the same operation as in Example (64a) was performed using 1,1′-thiocarbonyldiimidazole (81 mg, 0.45 mmol), to obtain the title compound. The resulting compound was used for the next reaction without purification.

Aufarbeitung

  1. concentrationThe reaction solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9315955d8c94421b9e0e237f2380e8fe
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08927588B2

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