Diisopropylethylamine → Pyrimidine-5-carboxylic acid[1-(3,5-diethoxy-4-pyrrol-1-yl-benzyl)-piperidin-4-yl]-amide

HRID 502392Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 502392
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:23]=[C:24]([O:27][CH2:28][CH3:29])[C:25]=1F)[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[CH:18]=[N:19][CH:20]=[N:21][CH:22]=2)=[O:16])[CH2:10][CH2:9]1)[CH3:2].C(OC1C=C(C=C(OCC)C=1[N:41]1[CH:45]=[CH:44][CH:43]=[CH:42]1)C=O)C.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]1[CH:5]=[C:6]([CH:23]=[C:24]([O:27][CH2:28][CH3:29])[C:25]=1[N:41]1[CH:45]=[CH:44][CH:43]=[CH:42]1)[CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([C:17]2[CH:18]=[N:19][CH:20]=[N:21][CH:22]=2)=[O:16])[CH2:10][CH2:9]1)[CH3:2]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 5003444Sodium cyanoborohydrideHCID 534860133,5-diethoxy-4-(1H-pyrrol-1-yl)benzaldehydeHCID 68454648Pyrimidine-5-carboxylic acid[1-(3,5-diethoxy-4-fluoro-benzyl)-piperidin-4-yl]-amide

Produkt 1

HCID 68454547Pyrimidine-5-carboxylic acid[1-(3,5-diethoxy-4-pyrrol-1-yl-benzyl)-piperidin-4-yl]-amide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 702EthanolLösungsmittel

Versuchsvorschrift

In analogy to the procedure described in example 50k), pyrimidine-5-carboxylic acid piperidin-4-ylamide (example 56) 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 light yellow solid. MS: 450.2 (MH+).

Quellen und Nachweise

ORD-Eintrag
ord-cbe9020d796042a395f1e0658aad91ac
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772253B2

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