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

HRID 1980927Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980927
[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-54ff642d4add4c36baab118b6ca30c36
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04511575

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