HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1018332Erstellt: 25. Oktober 2026
N-Methyl-D-glucamine → 3-{[2-(2-Adamantan-1-yl-ethyl)-5-o-tolyl-1H-pyrrole-3-carbonyl]-amino}-benzoic Acid
https://huagongshe.com/reaction/1018332
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | N-Methyl-D-glucamine | HCID 8567 | — |
| Edukt | Dibenzyl 5-aminoisophthalate | HCID 7023592 | — |
| Edukt | 2-Bromo-2'-methylacetophenone | HCID 12430676 | — |
| Edukt | Benzyl 3-aminobenzoate | HCID 15428374 | — |
| Edukt | 5-Adamantan-1-yl-3-oxo-pentanoic acid ethyl ester | HCID 53897467 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Produkt | 3-{[2-(2-Adamantan-1-yl-ethyl)-5-o-tolyl-1H-pyrrole-3-carbonyl]-amino}-benzoic Acid | HCID 11664728 | — |
Reaktionsschritte
The title compound was synthesised following the procedure of Example 1, with the modification that 5-adamantan-1-yl-3-oxo-pentanoic acid ethyl ester was used instead of 4-adamantan-1-yl-3-oxo-butyric acid ethyl ester, and o-methyl-2-bromo-1-phenyl-ethanone was used instead of 2-bromo-1-phenyl-ethanone in step a, and 3-amino-benzoic acid benzyl ester replaced 5-amino-isophthalic acid dibenzyl ester in step d. 1H NMR (300 MHz, d6-DMSO) 13.0 (1H, br s), 11.22 (1H, s), 9.51 (1H, s), 8.32 (1H, s), 8.02 (1H, d), 7.60 (1H, d), 7.40 (2H, m), 7.25 (3H, m), 6.88 (1H, s), 2.95 (2H, m), 2.45 (3H, s), 1.94 (3H, s), 1.64 (6H, m), 1.53 (6H, s), 1.36 (2H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 64.72; H, 7.77; N, 5.87%. C38H51N3O8.1.5 H2O requires: C, 64.72; H, 7.72, N, 5.96%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06479531B1 |
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| Quelldatensatz | uspto-grants-2002_11 |
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| ORD ID | ord-3ef322da784a4e4b8e2ea680e7a08a1e |
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| Quellennotiz | uspto-grants-2002_11 |
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