Glycine ethyl ester, hydrochloride → N-(2-chloro-6-ethoxycarbonyl-5-nitro-4-pyrimidinyl)glycine Ethyl Ester

Reaktionsgleichung

ClC1N=C(NC2C=CC3OCCOC=3C=2)C(F)=CN=1.[Cl:20][C:21]1[N:26]=[C:25](Cl)[C:24]([N+:28]([O-:30])=[O:29])=[C:23]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[N:22]=1.Cl.[CH2:37]([O:39][C:40](=[O:43])[CH2:41][NH2:42])[CH3:38]>>[CH2:37]([O:39][C:40](=[O:43])[CH2:41][NH:42][C:25]1[C:24]([N+:28]([O-:30])=[O:29])=[C:23]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[N:22]=[C:21]([Cl:20])[N:26]=1)[CH3:38]

Komponenten

Edukt 3

HCID 2723640Glycine ethyl ester, hydrochloride

HCID 2761044Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

HCID 220603622-chloro-5-fluoro-N-(3,4-ethylenedioxyphenyl)-4-pyrimidineamine

Produkt 1

HCID 22061012N-(2-chloro-6-ethoxycarbonyl-5-nitro-4-pyrimidinyl)glycine Ethyl Ester

Versuchsvorschrift

In a manner similar to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-6-ethoxycarbonyl-5-nitropyrimidine and glycine ethyl ester hydrochloride salt were reacted to yield N-(2-chloro-6-ethoxycarbonyl-5-nitro-4-pyrimidinyl)glycine Ethyl Ester. 1H NMR (CDCl3): δ 8.87 (bs, 1H), 4.48 (q, 2H, J=7.2 Hz), 4.39 (d, 2H, J=5.1 Hz), 1.40 (t, 3H, J=6.9 Hz), 1.33 (t, 3H, J=7.2 Hz); LCMS: ret. time: 28.27 min.; purity: 97%; MS (m/e): 332 (M+).