[4-(1,3-Thiazol-2-yl)phenyl]methanol → tert-Butyl [tert-butoxycarbonyl(6-{(pyridin-3-ylsulfonyl)[4-(thiazol-2-yl)benzyl]-aminomethyl}pyridin-2-yl)amino]acetate

HRID 241254Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 241254
[C:1]([O:5][C:6](=[O:33])[CH2:7][N:8]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][NH:16]S(C2C=NC=CC=2)(=O)=O)[N:10]=1)([CH3:4])([CH3:3])[CH3:2].S1C=CN=C1C1C=CC(CN[S:45]([C:48]2[CH:49]=[N:50][CH:51]=[CH:52][CH:53]=2)(=[O:47])=[O:46])=CC=1.[S:56]1[CH:60]=[CH:59][N:58]=[C:57]1[C:61]1[CH:68]=[CH:67][C:64]([CH2:65]O)=[CH:63][CH:62]=1.C(OC(=O)CN(C(OC(C)(C)C)=O)C1C=CC=C(CO)N=1)CCC>>[C:1]([O:5][C:6](=[O:33])[CH2:7][N:8]([C:26]([O:28][C:29]([CH3:32])([CH3:30])[CH3:31])=[O:27])[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([S:45]([C:48]2[CH:49]=[N:50][CH:51]=[CH:52][CH:53]=2)(=[O:47])=[O:46])([CH2:65][C:64]2[CH:67]=[CH:68][C:61]([C:57]3[S:56][CH:60]=[CH:59][N:58]=3)=[CH:62][CH:63]=2)[NH2:16])[N:10]=1)([CH3:3])([CH3:2])[CH3:4]

Komponenten

5

Edukt 4

HCID 24229487[4-(1,3-Thiazol-2-yl)phenyl]methanolHCID 66717376N-[4-(thiazol-2-yl)benzyl]pyridin-3-ylsulfonamideHCID 86651773Tert-butyl (tert-butoxycarbonyl{6-[(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-yl}amino)acetateHCID 86651774Butyl [tert-butoxycarbonyl(6-hydroxymethylpyridin-2-yl)amino]acetate

Produkt 1

HCID 86651772tert-Butyl [tert-butoxycarbonyl(6-{(pyridin-3-ylsulfonyl)[4-(thiazol-2-yl)benzyl]-aminomethyl}pyridin-2-yl)amino]acetateAusbeute 85 %

Versuchsvorschrift

Reaction and post-treatment were carried out in the same manner as in Example 2-(a) except for using tert-butyl(tert-butoxycarbonyl{6-[(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-yl}amino)acetate (126 mg, 0.263 mmol) obtained in Reference Example 12-(d) in place of N-[4-(thiazol-2-yl)benzyl]pyridin-3-ylsulfonamide, and using 4-(thiazol-2-yl)benzyl alcohol (49.7 mg, 0.260 mmol) obtained in Reference Example 4-(a) in place of text-butyl[tert-butoxycarbonyl(6-hydroxymethylpyridin-2-yl)amino]acetate to afford the title compound (145 mg) as a white foam. (Yield: 85%)

Aufarbeitung

  1. customReaction

Quellen und Nachweise

ORD-Eintrag
ord-9a579c33ede44053891cc8bc9078e3da
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08648097B2

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