1-Boc-Azetidine-3-carboxylic acid → HCID 86702385, Verbindung

HRID 1851244Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851244
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([C:12]([OH:14])=O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(C1NC=CN=1)(C1NC=CN=1)=O.[CH3:27][C:28]1[N:33]=[C:32]([C:34](=[N:36][NH2:37])[NH2:35])[CH:31]=[CH:30][CH:29]=1>ClCCl>[NH2:35][C:34]([C:32]1[CH:31]=[CH:30][CH:29]=[C:28]([CH3:27])[N:33]=1)=[N:36][NH:37][C:12]([CH:10]1[CH2:9][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:11]1)=[O:14]

Komponenten

5

Edukt 3

HCID 27559811-Boc-Azetidine-3-carboxylic acidHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 573576606-Methylpicolinimidohydrazide

Produkt 1

HCID 86702385HCID 86702385, VerbindungAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 8.21 g (54.7 mmol) 1-(tert-butoxycarbonyl) azetidine-3-carboxylic acid in 80 mL dichloromethane are added 8.86 g (54.7 mmol) carbonyl diimidazole within 30 min. After stirring for five minutes 11 g (54.7 mmol) 6-methylpyridine-2-carbohydrazonamide are added and the reaction mixture is stirred at room temperature for 3 hours. The solvent has been evaporated and the residue is treated with water. The formed precipitate has been filtered off and dried yielding 16.47 g (81.3%) of the desired compound as a mixture of tautomers.

Aufarbeitung

  1. additionare added
  2. customThe solvent has been evaporated
  3. additionthe residue is treated with water
  4. filtrationThe formed precipitate has been filtered off
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-06f3c10fbcd84ab89b644dd99746e39a
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957064B2

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