1,2-Dichloroethane → HCID 67264809, Verbindung

HRID 1685117Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1685117
[NH2:1][CH2:2][C@H:3]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:7][CH2:6][N:5]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:4]1.[C:23](O)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C(Cl)CCl.CCN(C(C)C)C(C)C>ClCCl>[C:23]([NH:1][CH2:2][C@H:3]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:7][CH2:6][N:5]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:4]1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Komponenten

6

Edukt 4

HCID 111,2-DichloroethaneHCID 243Benzoic AcidHCID 81531DiisopropylethylamineHCID 57415720tert-Butyl (3R)-3-(aminomethyl)-4-benzylpiperazine-1-carboxylate

Produkt 1

HCID 67264809HCID 67264809, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Into a 50 mL round bottom flask was added 15S (820 mg, 2.68 mmol) and dichloromethane (15 mL). Benzoic acid (15T) (426 mg, 1.3 eq) and EDC (669 mg, 1.3 eq) was added and the flask was cooled to 0° C. DIEA (1.04 g, 3 equiv.) was slowly added and the reaction was stirred at room temperature overnight. The solvent was removed under vacuum and the residue was purified by column chromatography with 5% methanol in dichloromethane to give 15U as a solid (865 mg, 79%).

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by column chromatography with 5% methanol in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-e62b1632ec91467cbfcaff3b8013fed3
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148367B2

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