1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 2,6-Diamino-nicotinic acid N'-(2-(4-benzyloxy-phenyl)-acetyl)-hydrazide

HRID 1927232Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927232
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([NH:18][NH2:19])=[O:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:20][C:21]1[N:29]=[C:28]([NH2:30])[CH:27]=[CH:26][C:22]=1[C:23](O)=[O:24].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C>O.C(N(CC)CC)C.CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:16]([NH:18][NH:19][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][C:28]([NH2:30])=[N:29][C:21]=2[NH2:20])=[O:17])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

8

Edukt 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 189772452,6-Diaminonicotinic acidHCID 59287387(4-Benzyloxy-phenyl)-acetic acid hydrazide

Produkt 1

HCID 592873832,6-Diamino-nicotinic acid N'-(2-(4-benzyloxy-phenyl)-acetyl)-hydrazideAusbeute 66,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a solution of DMF (1 mL) of (4-benzyloxy-phenyl)-acetic acid hydrazide (46 mg) described in Manufacturing Example 8-1 were added triethylamine (0.10 mL), 2,6-diamino-nicotinic acid (30 mg) described in Manufacturing Example 10-2-4, HOBt (27 mg), and WSC (41 mg), which was stirred overnight at the same temperature. Water was added to the reaction solution, and the precipitated solids were filtered off to obtain the titled compound (47 mg) as a crude form. This compound was used directly as a crude form in the subsequent reaction.

Aufarbeitung

  1. filtrationthe precipitated solids were filtered off

Quellen und Nachweise

ORD-Eintrag
ord-fcc31a2ab1984755b1b53c0f3dec231f
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183264B2

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