Hydrochloric Acid → 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-N-(2-methylaminoethyl)benzenesulfonamide

HRID 1037691Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1037691
NC1N=C(C(N2CC3C(=CC=CC=3)C2)=O)C2C(=CC=C(C3C=CC=CC=3S(Cl)(=O)=O)C=2)N=1.NCCN(C)C(=O)OC(C)(C)C.[NH2:45][C:46]1[N:55]=[C:54]([C:56]([N:58]2[CH2:66][C:65]3[C:60](=[CH:61][CH:62]=[CH:63][CH:64]=3)[CH2:59]2)=[O:57])[C:53]2[C:48](=[CH:49][CH:50]=[C:51]([C:67]3[CH:72]=[CH:71][CH:70]=[CH:69][C:68]=3[S:73]([NH:76][CH2:77][CH2:78][N:79](C)[C:80](=O)OC(C)(C)C)(=[O:75])=[O:74])[CH:52]=2)[N:47]=1.Cl>O1CCOCC1>[NH2:45][C:46]1[N:55]=[C:54]([C:56]([N:58]2[CH2:66][C:65]3[C:60](=[CH:61][CH:62]=[CH:63][CH:64]=3)[CH2:59]2)=[O:57])[C:53]2[C:48](=[CH:49][CH:50]=[C:51]([C:67]3[CH:72]=[CH:71][CH:70]=[CH:69][C:68]=3[S:73]([NH:76][CH2:77][CH2:78][NH:79][CH3:80])(=[O:74])=[O:75])[CH:52]=2)[N:47]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 2756424N-Boc-N-methylethylenediamineHCID 584571942-[2-Amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzenesulfonyl chlorideHCID 67433857Tert-butyl (2-{2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzenesulfonylamino}ethyl)methylcarbamate

Produkt 1

HCID 467019522-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]-N-(2-methylaminoethyl)benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The product is obtained analogously to the preparation of “A64” by reaction of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzenesulfonyl chloride and tert-butyl (2-aminoethyl)methylcarbamate. The resultant tert-butyl (2-{2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzenesulfonylamino}ethyl)methylcarbamate is treated directly with 1 M HCl in dioxane, causing the protecting group to be cleaved. The purification is carried out by means of preparative column chromatography.

Aufarbeitung

  1. customThe product is obtained analogously to the preparation of “A64”
  2. customThe purification

Quellen und Nachweise

ORD-Eintrag
ord-cf1e41f6ebec40d1885000ee06dcd2f2
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546565B2

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