Triethylamine → HCID 59240626, Verbindung

HRID 42189

Reaktionsgleichung

Reaktionsgleichung von HRID 42189
[CH3:1][O:2][C:3]([C:5]1[N:6]=[CH:7][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][C@H:12]2[CH3:17])=[N:9][CH:10]=1)=[O:4].[CH2:18]([C:25]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:28](Cl)=[N:27][N:26]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C>CN1C(=O)CCC1>[CH3:1][O:2][C:3]([C:5]1[N:6]=[CH:7][C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:28]3[C:29]4[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=4)[C:25]([CH2:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[N:26][N:27]=3)[CH2:13][C@H:12]2[CH3:17])=[N:9][CH:10]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 64045661-Benzyl-4-chlorophthalazineHCID 67179051HCID 67179051, Verbindung

Produkt 1

HCID 59240626HCID 59240626, VerbindungAusbeute 18,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

(R)-2-Methyl-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazinyl-5′-carboxylic acid methyl ester (150 mg, 0.63 mmol), 1-benzyl-4-chloro-phthalazine (161.75 mg, 0.635 mmol) are added into a microwave vial followed by NMP (3.3 mL) and triethylamine (0.265 mL, 1.91 mmol). The vial is sealed and irradiated in the microwave at 180° C. for 30 min. The crude material is directly purified via flash chromatography on silica gel (40-100% EtOAc in heptane). Desired product is then washed with water and lyophilized to afford the title compound (52 mg, 18% yield).

Aufarbeitung

  1. customThe vial is sealed
  2. customirradiated in the microwave at 180° C. for 30 min
  3. customThe crude material is directly purified via flash chromatography on silica gel (40-100% EtOAc in heptane)
  4. washDesired product is then washed with water

Quellen und Nachweise

ORD-Eintrag
ord-8a8fb6dee1774a4581f7aae183558c22
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536168B2

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