Hydrochloric Acid → Ethyl 1-(2-pyridylmethyl)-5-(4-phenylbenzoyl)pyrrole-3-carboxylate

HRID 1981009Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1981009
[Br-].[C:2]1([C:8]2[CH:25]=[CH:24][C:11]([C:12]([CH2:14][N+:15]3[CH:23]=[C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][N:17]4[CH:16]=3)=[O:13])=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:32]([O:36][CH2:37][CH3:38])(=[O:35])[C:33]#[CH:34].Cl>>[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][N:15]1[C:14]([C:12](=[O:13])[C:11]2[CH:10]=[CH:9][C:8]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:25][CH:24]=2)=[CH:34][C:33]([C:32]([O:36][CH2:37][CH3:38])=[O:35])=[CH:16]1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 12182Ethyl propiolateHCID 128971102-(4-Phenylbenzoylmethyl)imidazo [3,4-a]pyridinium Bromide

Produkt 1

HCID 20401013Ethyl 1-(2-pyridylmethyl)-5-(4-phenylbenzoyl)pyrrole-3-carboxylateAusbeute 32,3 %

Versuchsvorschrift

2-(4-Phenylbenzoylmethyl)imidazo[3,4-a]pyridinium bromide (16 g., 40 mmoles), potassium carbonate (22 g., 160 mmoles) and ethyl propiolate (6.4 ml., 48 mmoles) was combined according to the procedure of Example 69, stirred for approximately 16 hours at room temperature, then isolated and converted to hydrochloride according to the procedure of Example 69, to yield ethyl 1-(2-pyridylmethyl)-5-(4-phenylbenzoyl)pyrrole-3-carboxylate (5.3 g., intermediate Rf on silica gel thin layer chromatography with ethyl acetate/5% acetic acid as eluant).

Aufarbeitung

  1. customisolated

Quellen und Nachweise

ORD-Eintrag
ord-13266e2b13254ca1963359dbae33d4ff
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04511576

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