Reaktion #80162

ord-df8228a60b184128aa35fd93c2b66c95

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
COc1ccc(CCl)cc1
4-methoxybenzyl chloride
O=C(O)c1ccc(F)cc1
4-fluorobenzoic acid
CCN(C(C)C)C(C)C
N-ethyldiisopropylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
COc1ccc(CN(C)c2ccc(OC)c3nc(NC(=O)c4ccc(F)cc4)sc23)cc1
4-Fluoro-N-{4-methoxy-7-[(4-methoxy-benzyl)-methyl-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
COc1ccc(CCl)cc1
4-methoxybenzyl chloride
O=C(O)c1ccc(F)cc1
4-fluorobenzoic acid
CCN(C(C)C)C(C)C
N-ethyldiisopropylamine
—
( 0/o )
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Lösungsmittel

C1CCOC1
THF
CN(C)C=O
DMF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

From 4-methoxy-N7-methyl-benzothiazole-2,7-diamine with potassium carbonate and 4-methoxybenzyl chloride in DMF, then treatment with 4-fluorobenzoic acid, HATU and N-ethyldiisopropylamine in THF. ES-MS m/e (0/o): 452 (M+H+, 100).

Quelle

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