Phenylboronic Acid → 5-Methyl-4-(4-phenoxy-phenylamino)-6-phenylamino-pyrrolo[1,2-b]pyridazine-3-carbonitrile

HRID 1796606Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1796606
Cl.[NH2:2][C:3]1[C:4]([CH3:28])=[C:5]2[C:10]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:14][CH:13]=3)=[C:9]([C:25]#[N:26])[CH:8]=[N:7][N:6]2[CH:27]=1.[C:29]1(B(O)O)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>ClCCl.CC([O-])=O.CC([O-])=O.[Cu+2]>[CH3:28][C:4]1[C:3]([NH:2][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:27][N:6]2[C:5]=1[C:10]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:16][CH:17]=1)=[C:9]([C:25]#[N:26])[CH:8]=[N:7]2

Komponenten

5

Edukt 2

HCID 66827Phenylboronic AcidHCID 221794876-Amino-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile hydrochloride

Produkt 1

HCID 221796385-Methyl-4-(4-phenoxy-phenylamino)-6-phenylamino-pyrrolo[1,2-b]pyridazine-3-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8895Cupric acetateKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

6-Amino-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile hydrochloride (10.3 mg, 0.026 mmol), benzeneboronic acid (4.7 mg, 0.039 mmol), Cu(OAc)2 (0.039 mmol, 7 mg) and TEA (0.13 mmol, 13 mg) in dichloromethane (1 ml) were stirred at RT for 16 hrs. The reaction mixture was purified by silica gel flash chromatography to isolate 370 as a yellow film (1.4 mg, 15%). [M+H]+=432.1.

Aufarbeitung

  1. customThe reaction mixture was purified by silica gel flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-72b653499bfe4999895171f939518809
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030112B2

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