Acetic Acid → Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzylamino]benzoate

HRID 2417482Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2417482
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([CH2:8][CH2:9][O:10][C:11]([CH2:13][NH:14][CH2:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[NH2:26])[C:19]([O:21][CH3:22])=[O:20])=[O:12])=[O:7])=[CH:4][CH:3]=1.[N:29]1([C:34]([C:36]2[CH:43]=[CH:42][C:39]([CH:40]=O)=[CH:38][CH:37]=2)=[O:35])[CH2:33][CH:32]=[CH:31][CH2:30]1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([CH2:8][CH2:9][O:10][C:11]([CH2:13][NH:14][CH2:15][C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][C:25]=2[NH:26][CH2:40][C:39]2[CH:38]=[CH:37][C:36]([C:34]([N:29]3[CH2:33][CH:32]=[CH:31][CH2:30]3)=[O:35])=[CH:43][CH:42]=2)[C:19]([O:21][CH3:22])=[O:20])=[O:12])=[O:7])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 5049666Sodium triacetoxyborohydrideHCID 226325974-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benz-aldehydeHCID 69892547Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate

Produkt 1

HCID 69892488Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-[4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzylamino]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

660 mg (1.63 mmol) of methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate and 431 mg (2.1 mmol) of 4-(2,5-dihydro-1H-pyrrol-1-ylcarbonyl)benzaldehyde were dissolved in 10 ml of dichloromethane. 0.185 ml (3.26 mmol) of acetic acid was added to the solution, and they were stirred at room temperature for 30 minutes. 860 mg (4.1 mmol) of sodium triacetoxyborohydride was added to the obtained mixture, and they were stirred at room temperature overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Aufarbeitung

  1. stirringwere stirred at room temperature overnight
  2. customwas purified by the silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d9f73791e0cc4a84aef838b511476abd
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06825191B2

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