Reaktion #80125

ord-4b3600d8800145a48b03ee2044472bac

Reaktionsgleichung

O=C(O)c1ccnc(Br)c1
2-bromo-isonicotinic acid
COCCN(C)c1ccc(OC)c2nc(N)sc12
4-methoxy-N7-(2-methoxy-ethyl)-N7-methyl-benzothiazole-2,7-diamine
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
→
COCCN(C)c1ccc(OC)c2nc(NC(=O)c3ccnc(Br)c3)sc12
2-Bromo-N-{4-methoxy-7-[(2-methoxy-ethyl)-methyl-amino]-benzothiazol-2-yl}-isonicotinamide

Edukte

O=C(O)c1ccnc(Br)c1
2-bromo-isonicotinic acid
—
M{81Br} H+
—
N-diethylisopropylamine
COCCN(C)c1ccc(OC)c2nc(N)sc12
4-methoxy-N7-(2-methoxy-ethyl)-N7-methyl-benzothiazole-2,7-diamine
—
M{79Br} H+
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU

Reagenzien

Keine

Lösungsmittel

C1CCOC1
THF
CN(C)C=O
DMF
C1COCCO1
dioxane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

From 2-bromo-isonicotinic acid, HATU and N-diethylisopropylamine in THF, then treatment with 4-methoxy-N7-(2-methoxy-ethyl)-N7-methyl-benzothiazole-2,7-diamine in dioxane and DMF. ES-MS m/e (%): 453 (M{81Br}+H+, 100), 451 (M{79Br}+H+, 71).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06713499B2uspto-grants-2004_03