Hydrazine → 2-Amino-ethanesulfonic acid {2-[3-(2-cyclopentanecarbonyl-4-methyl-phenyl)-ureido]-thiazol-4-ylmethyl}-amide

HRID 131869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 131869
[NH2:1][CH2:2][C:3]1[N:4]=[C:5]([NH:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=2[C:19]([CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)=[O:20])=[O:10])[S:6][CH:7]=1.O=C1C2C(=CC=CC=2)C(=O)[N:28]1[CH2:37][CH2:38][S:39](Cl)(=[O:41])=[O:40].NN>>[CH:21]1([C:19]([C:13]2[CH:14]=[C:15]([CH3:18])[CH:16]=[CH:17][C:12]=2[NH:11][C:9](=[O:10])[NH:8][C:5]2[S:6][CH:7]=[C:3]([CH2:2][NH:1][S:39]([CH2:38][CH2:37][NH2:28])(=[O:41])=[O:40])[N:4]=2)=[O:20])[CH2:25][CH2:24][CH2:23][CH2:22]1

Komponenten

4

Edukt 3

HCID 9321HydrazineHCID 3087392-Phthalimidoethanesulfonyl chlorideHCID 597328161-(4-Aminomethyl-thiazol-2-yl)-3-(2-cyclopentanecarbonyl-4-methylphenyl)-urea

Produkt 1

HCID 597327422-Amino-ethanesulfonic acid {2-[3-(2-cyclopentanecarbonyl-4-methyl-phenyl)-ureido]-thiazol-4-ylmethyl}-amideAusbeute 89,3 %

Versuchsvorschrift

2-Amino-ethanesulfonic acid {2-[3-(2-cyclopentanecarbonyl-4-methyl-phenyl)-ureido]-thiazol-4-ylmethyl}-amide (104 mg, 83%) was prepared from 1-(4-aminomethyl-thiazol-2-yl)-3-(2-cyclopentanecarbonyl-4-methyl-phenyl)-urea (90 mg, 0.25 mmol) and 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-ethanesulfonyl chloride (70 mg, 0.25 mmol) following the general procedure T. This intermediate was deprotected by heating with excess of hydrazine (0.2 mL, 1.0 M. in THF).

Quellen und Nachweise

ORD-Eintrag
ord-bf811f6af8b54d16b2ce1e9ebaf5d8b0
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07384967B2

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