Reaktion #80149

ord-c5ed0a147f8c4cc5b2b6aa8bb1ace50b

Reaktionsgleichung

CNc1ccc(OC)c2nc(N)sc12
4-methoxy-N7-methyl-benzothiazole-2,7-diamine
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
Br.BrCc1ccccn1
2-(bromomethyl)pyridine hydrobromide
O=C(O)c1ccc(F)cc1
4-fluoro-benzoic acid
CCN(C(C)C)C(C)C
N-ethyldiisopropylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
COc1ccc(N(C)Cc2ccccn2)c2sc(NC(=O)c3ccc(F)cc3)nc12
4-Fluoro-N-[4-methoxy-7-(methyl-pyridin-2-ylmethyl-amino)-benzothiazol-2-yl]-benzamide

Edukte

CNc1ccc(OC)c2nc(N)sc12
4-methoxy-N7-methyl-benzothiazole-2,7-diamine
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
Br.BrCc1ccccn1
2-(bromomethyl)pyridine hydrobromide
O=C(O)c1ccc(F)cc1
4-fluoro-benzoic acid
CCN(C(C)C)C(C)C
N-ethyldiisopropylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF
C1CCOC1
THF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

From 4-methoxy-N7-methyl-benzothiazole-2,7-diamine with potassium carbonate and 2-(bromomethyl)pyridine hydrobromide in DMF, then treatment with 4-fluoro-benzoic acid, HATU and N-ethyldiisopropylamine in THF. ES-MS m/e (%): 423 (M+H+, 100).

Quelle

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