Acetic Acid → Methyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-[4-(1-pyrrolidinecarbonyl)benzylamino]-benzoate

HRID 2417477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2417477
[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:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=2[NH2:26])=[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][CH2:32][CH2:31][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:3]=[CH:4][C:5]([C:6]([CH2:8][CH2:9][O:10][C:11]([CH2:13][NH:14][CH2:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=2[NH:26][CH2:40][C:39]2[CH:38]=[CH:37][C:36]([C:34]([N:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)=[O:35])=[CH:43][CH:42]=2)=[O:12])=[O:7])=[CH:27][CH:28]=1

Komponenten

6

Edukt 4

HCID 176Acetic AcidHCID 5049666Sodium triacetoxyborohydrideHCID 127880444-(Pyrrolidine-1-carbonyl)benzaldehydeHCID 69893404Methyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-aminobenzoate

Produkt 1

HCID 69892571Methyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-[4-(1-pyrrolidinecarbonyl)benzylamino]-benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

120 mg (0.30 mmol) of methyl 4-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-3-aminobenzoate and 66 mg (0.33 mmol) of 4-(1-pyrrolidinecarbonyl)benzaldehyde were dissolved in 10 ml of dichloromethane. 0.034 ml (0.6 mmol) of acetic acid was added to the solution, and they were stirred at room temperature for 30 minutes. 158 mg (0.75 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-38fca2f32eff4eb3a0fc520809222b2e
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06825191B2

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