Acetic Acid → 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine

HRID 1265294Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1265294
C[Si](C)(C)CCOC(=O)[NH:7][N:8]1[C:12]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=2)=[CH:11][CH:10]=[C:9]1[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-].C1COCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[N:15]1[CH:16]=[CH:17][CH:18]=[C:13]([C:12]2[N:8]([NH2:7])[C:9]([C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)=[CH:10][CH:11]=2)[CH:14]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 69946665(2,5-Di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester

Produkt 1

HCID 186154692,5-Di-pyridin-3-yl-pyrrol-1-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

(2,5-di-pyridin-3-yl-pyrrol-1-yl)-carbamic acid 2-trimethylsilanyl-ethyl ester (1 g, 2.6 mmol) is treated with a 1M solution of TBAF in THF (5.2 ml, 5.2 mmol). The resulting solution is stirred overnight under Ar at rt, then quenched with glacial acetic acid (0.3 ml, 5.2 mmol) and diluted with toluene. The resulting solution is passed through a short plug of silica gel and concentrated in vacuo to afford 2,5-Di-pyridin-3-yl-pyrrol-1-ylamine.

Aufarbeitung

  1. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-860bc28069ef455db48f07619e7c5e7c
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06545108B1

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