Triethylamine → HCID 67056740, Verbindung

HRID 459565Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 459565
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10]([C:13]([OH:15])=O)[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.S(Cl)([Cl:18])=O.C(N(CC)CC)C.Cl.[Cl:28][C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][C:33]([C:38]([NH:40][C@@H:41]1[CH2:46][CH2:45][CH2:44][CH2:43][C@@H:42]1[NH2:47])=[O:39])=[CH:32]2>ClCCl>[ClH:18].[Cl:28][C:29]1[CH:30]=[C:31]2[C:35](=[CH:36][CH:37]=1)[NH:34][C:33]([C:38]([NH:40][C@@H:41]1[CH2:46][CH2:45][CH2:44][CH2:43][C@@H:42]1[NH:47][C:13]([CH:10]1[CH2:9][CH2:8][N:7]([C:4]3[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=3)[CH2:12][CH2:11]1)=[O:15])=[O:39])=[CH:32]2

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 12682891-(Pyridin-4-yl)piperidine-4-carboxylic acidHCID 18442849HCID 18442849, Verbindung

Produkt 1

HCID 67056740HCID 67056740, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

1-(4-Pyridyl)piperidine-4-carboxylic acid (Tetrahedron, 1998, Vol. 44, p. 7095) (206 mg) was suspended in dichloromethane (50 ml), thionyl chloride (144 μl) was added under ice cooling, and the mixture was stirred for 30 minutes. After triethylamine (969 μl) was added to the reaction mixture, (±)-cis-N-[(5-chloroindol-2-yl)carbonyl]-1,2-cyclohexanediamine hydrochloride (328 mg) was added, and the mixture was stirred at room temperature for 30 minutes. After the reaction mixture was concentrated under reduced pressure, and water was added to the residue, the solution was concentrated under reduced pressure, and precipitate deposited was collected by filtration to obtain the title compound (310 mg) as a pale brown solid.

Aufarbeitung

  1. additionwas added
  2. stirringthe mixture was stirred at room temperature for 30 minutes
  3. concentrationAfter the reaction mixture was concentrated under reduced pressure, and water
  4. additionwas added to the residue
  5. concentrationthe solution was concentrated under reduced pressure, and precipitate
  6. filtrationdeposited was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-67f0a4cc339c4d7ebdf09b8e2b95933c
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07192968B2

Notizen zur Reaktion

Wird geladen…