5-Chloro-2-(4-fluorophenoxy)nicotinic acid → tert-butyl 4-[(1S)-1-({[5-Chloro-2-(4-fluorophenoxy)pyridin-3-yl]carbonyl}amino)ethyl]benzoate

HRID 1293181

Reaktionsgleichung

Reaktionsgleichung von HRID 1293181
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[NH2:19][C@H:20]([C:22]1[CH:34]=[CH:33][C:25]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])=[CH:24][CH:23]=1)[CH3:21]>>[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([NH:19][C@H:20]([C:22]2[CH:34]=[CH:33][C:25]([C:26]([O:28][C:29]([CH3:31])([CH3:30])[CH3:32])=[O:27])=[CH:24][CH:23]=2)[CH3:21])=[O:9])[C:5]([O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[N:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 178328455-Chloro-2-(4-fluorophenoxy)nicotinic acidHCID 51358470tert-butyl 4-[(1S)-1-aminoethyl]benzoate

Produkt 1

HCID 69050742tert-butyl 4-[(1S)-1-({[5-Chloro-2-(4-fluorophenoxy)pyridin-3-yl]carbonyl}amino)ethyl]benzoate

Versuchsvorschrift

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-(4-fluorophenoxy)nicotinic acid and tert-butyl 4-[(1S)-1-aminoethyl]benzoate (step 3): 1H-NMR (CDCl3) δ 8.54 (1H, d, J=2.7 Hz), 8.14 (1H, br.s), 8.13 (1H, d, J=2.7 Hz), 7.95 (2H, d, J=8.3 Hz), 7.39 (2H, d, J=8.3 Hz), 7.17–7.11 (4H, m), 5.36 (1H, dq, J=7.2, 7.0 Hz), 1.59 (3H, d, J=7.0 Hz), 1.58 (9H, s); MS (ESI) m/z 415 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-ec44c4ceef334f2a958d6ae26d2cae54
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07238714B2

Verknüpfte Notizen

Wird geladen…