Diisopropylethylamine → 2-{3-[1-(3,5-Diethoxy-4-pyrrol-1-yl-benzyl)-piperidin-4-ylcarbamoyl]-phenoxy}-2-methyl-propionic acid ethyl ester

HRID 502388Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502388
[CH2:1]([O:3][C:4](=[O:24])[C:5]([CH3:23])([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14](=[O:22])[NH:15][CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:9]=1)[CH3:6])[CH3:2].[CH2:25]([O:27][C:28]1[CH:29]=[C:30]([CH:33]=[C:34]([O:41][CH2:42][CH3:43])[C:35]=1[N:36]1[CH:40]=[CH:39][CH:38]=[CH:37]1)[CH:31]=O)[CH3:26].C([BH3-])#N.[Na+].C(N(C(C)C)C(C)C)C>C(O)C.C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:24])[C:5]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14](=[O:22])[NH:15][CH:16]2[CH2:17][CH2:18][N:19]([CH2:31][C:30]3[CH:33]=[C:34]([O:41][CH2:42][CH3:43])[C:35]([N:36]4[CH:40]=[CH:39][CH:38]=[CH:37]4)=[C:28]([O:27][CH2:25][CH3:26])[CH:29]=3)[CH2:20][CH2:21]2)[CH:9]=1)([CH3:23])[CH3:6])[CH3:2]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 5003444Sodium cyanoborohydrideHCID 534860133,5-diethoxy-4-(1H-pyrrol-1-yl)benzaldehydeHCID 68456399Ethyl 2-methyl-2-[3-[(4-piperidinylamino)carbonyl]phenoxy]propanoate

Produkt 1

HCID 684571522-{3-[1-(3,5-Diethoxy-4-pyrrol-1-yl-benzyl)-piperidin-4-ylcarbamoyl]-phenoxy}-2-methyl-propionic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

In analogy to the procedure described in example 50k), 2-methyl-2-[3-(piperidin-4-ylcarbamoyl)-phenoxy]-propionic acid ethyl ester (example 50i) was reacted with 3,5-diethoxy-4-pyrrol-1-yl-benzaldehyde (example 40b), sodium cyanoborohydride, N-ethyl-diisopropylamine and acetic acid in ethanol at 50° C. to yield the title compound as colorless foam. MS: 578.3 (MH+).

Quellen und Nachweise

ORD-Eintrag
ord-d74a8c6f6d6241dd95a6a94e78edaa87
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772253B2

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