Alanine methyl ester hydrochloride → (S)-methyl 2-(6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)hexanamido)propanoate

HRID 20714

Reaktionsgleichung

Reaktionsgleichung von HRID 20714
[NH2:1][C@H:2]([C:4]([O:6][CH3:7])=[O:5])[CH3:3].Cl.[Cl:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([Cl:39])[C:15]=1[NH:16][C:17]1[C:26]2[C:21](=[C:22]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35](O)=[O:36])[C:23]([O:27][CH3:28])=[CH:24][CH:25]=2)[O:20][C:19](=[O:38])[CH:18]=1>>[Cl:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([Cl:39])[C:15]=1[NH:16][C:17]1[C:26]2[C:21](=[C:22]([O:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([NH:1][C@@H:2]([CH3:3])[C:4]([O:6][CH3:7])=[O:5])=[O:36])[C:23]([O:27][CH3:28])=[CH:24][CH:25]=2)[O:20][C:19](=[O:38])[CH:18]=1

Komponenten

3

Edukt 2

HCID 2733257Alanine methyl ester hydrochlorideHCID 248497096-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)hexanoic acid

Produkt 1

HCID 24849382(S)-methyl 2-(6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)hexanamido)propanoate

Versuchsvorschrift

The title compound was prepared from Ala-OMe•HCl and 6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-2H-chromen-8-yloxy)hexanoic acid (Example 44) following the procedure outlined in Example 94. 1H NMR (400 MHz, DMSO-d6): δ 9.51 (s, 1H), 8.81 (s, 2H), 8.20 (d, 1H), 7.94 (d, 1H), 7.20 (d, 1H), 4.63 (s, 1H), 4.22 (m, 1H), 3.96 (t, 2H), 3.92 (s, 3H), 3.58 (s, 3H), 2.11 (t, 2H), 1.68 (m, 2H), 1.54 (m, 2H), 1.43 (m, 2H), 1.23 (d, 3H); MS (ESI): 552.0.

Quellen und Nachweise

ORD-Eintrag
ord-cba54a8d249343349d8e00f5dbb89885
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745646B2

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