3-Chloro-4-(3-fluorobenzyloxy)aniline → tert-Butyl 4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)-5,8-dihydropyrido[4',3':4,5]furo-[2,3-d]pyrimidine-7(6H)-carboxylate

HRID 38566

Reaktionsgleichung

Reaktionsgleichung von HRID 38566
[C:1]([C:3]1[C:11]2[CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7][C:6]=2[O:5][C:4]=1[N:19]=[CH:20]OC)#[N:2].[Cl:23][C:24]1[CH:25]=[C:26]([CH:28]=[CH:29][C:30]=1[O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[CH:34]=1)[NH2:27]>CO>[Cl:23][C:24]1[CH:25]=[C:26]([NH:27][C:1]2[C:3]3[C:11]4[CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[CH2:7][C:6]=4[O:5][C:4]=3[N:19]=[CH:20][N:2]=2)[CH:28]=[CH:29][C:30]=1[O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[CH:34]=1

Komponenten

4

Edukt 2

HCID 70592633-Chloro-4-(3-fluorobenzyloxy)anilineHCID 70796469tert-Butyl 3-cyano-2-[(1-methoxymethylidene)amino]-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylate

Produkt 1

HCID 70915423tert-Butyl 4-({3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}amino)-5,8-dihydropyrido[4',3':4,5]furo-[2,3-d]pyrimidine-7(6H)-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

tert-Butyl 3-cyano-2-[(1-methoxymethylidene)amino]-4,7-dihydrofuro[2,3-c]pyridine-6(5H)-carboxylate from Example 47A (134 mg, 0.44 mmol) and 3-chloro-4-[(3-fluorobenzyl)oxy]aniline from Example 4A (221 mg, 0.88 mmol) were heated in methanol (3.0 mL) in a microwave oven for 1 h at 160° C. The title compound was isolated by preparative HPLC to yield 18 mg (8%).

Quellen und Nachweise

ORD-Eintrag
ord-7c2627be5ce54f51902e18c10e243ad2
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524722B2

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