Diisopropylethylamine → 4'-Fluoro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Diisopropylethylamine	HCID 81531	—
Edukt	4-(4-Fluorophenyl)benzoic acid	HCID 2782689	—
Edukt	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Edukt	N2-(2-Dimethylamino-ethyl)-N2-methyl-benzothiazole-2,6-diamine	HCID 55226563	—
Lösungsmittel	Methanol	HCID 887	—
Lösungsmittel	Dichloromethane	HCID 6344	—
Produkt	4'-Fluoro-biphenyl-4-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide	HCID 11597542	60%

Reaktionsschritte

Prepare according to Method A, using 4-(4-fluorophenyl)benzoic acid (572 mg, 2.65 mmol), HATU (1.06 g, 2.79 mmol), N2-(2-dimethylamino-ethyl)-N2-methyl-benzothiazole-2,6-diamine (500 mg, 2.00 mmol), DIEA (1.15 mL, 6.60 mmol), and a chromatography gradient of MeOH in CH2Cl2 (7-17%) to afford the title compound (535 mg, 60%). mass spectrum (m/e): 449.0 [M+H]. 1H NMR (400 MHz, DMSO-d6): δ 10.29 (s, 1H), 8.26 (d, 1H, J=2.2 Hz), 8.06 (d, 2H, J=8.4 Hz), 7.84-7.78 (m, 4H), 7.57 (dd, 1H, J=8.8, 2.2 Hz), 7.41 (d, 1H, J=8.8 Hz), 7.34 (t, 2H, J=8.8 Hz), 3.61 (t, 2H, J=6.8 Hz), 3.14 (s, 3H), 2.52 (m, 2H), 2.20 (s, 6H).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US07838543B2
Quelldatensatz	uspto-grants-2010_11
ORD ID	ord-66b949c7edf14227a9ca2abc9e96de18
Quellennotiz	uspto-grants-2010_11