Dichloromethane → HCID 59397874, Verbindung

HRID 39857Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 39857
ClCCl.[C:4]([O:8][C:9]([N:11]([CH2:35][C:36]1[CH:45]=[CH:44]C2OCCOC=2[CH:37]=1)[CH:12]1[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][N:20]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([C:30](O)=[O:31])[CH:28]=3)[C:23]([CH3:33])=[CH:22][C:21]2=[O:34])[CH2:14][CH2:13]1)=[O:10])([CH3:7])([CH3:6])[CH3:5].Cl.[CH3:47][NH:48][CH3:49].F[P-](F)(F)(F)(F)F.N1([O:66][C:67](N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.[C:74]([O:77][CH2:78]C)(=O)[CH3:75]>O.C(N(CC)CC)C>[O:66]1[C:67]2[CH:44]=[CH:45][C:36]([CH2:35][N:11]([CH:12]3[CH2:13][CH2:14][N:15]([CH2:18][CH2:19][N:20]4[C:29]5[C:24](=[CH:25][CH:26]=[C:27]([C:30]([N:48]([CH3:49])[CH3:47])=[O:31])[CH:28]=5)[C:23]([CH3:33])=[CH:22][C:21]4=[O:34])[CH2:16][CH2:17]3)[C:9](=[O:10])[O:8][C:4]([CH3:7])([CH3:6])[CH3:5])=[CH:37][C:78]=2[O:77][CH2:74][CH2:75]1

Komponenten

8

Edukt 5

HCID 6344DichloromethaneHCID 8857Ethyl AcetateHCID 10473Dimethylamine, hydrochlorideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 59397939HCID 59397939, Verbindung

Produkt 1

HCID 59397874HCID 59397874, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To 1.7 mL of a dichloromethane solution containing 0.10 g of 1-(2-(4-((tert-butoxycarbonyl)(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-4-methyl-2-oxo-1,2-dihydroquinoline-7-carboxylic acid, 89 μL of triethylamine, 51 mg of dimethylamine hydrochloride and 0.12 g of O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate were added at room temperature, and stirred at the same temperature for 1 hour. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by basic silica gel column chromatography [eluent; chloroform:methanol=100:1], to give 93 mg of tert-butyl (2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(7-((dimethylamino)carbonyl)-4-methyl-2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate as a white solid.

Aufarbeitung

  1. additionwere added at room temperature
  2. customThe organic layer was separated
  3. washwashed with aqueous saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customThe residue thus obtained
  7. customwas purified by basic silica gel column chromatography [eluent; chloroform:methanol=100:1]

Quellen und Nachweise

ORD-Eintrag
ord-b32135c7894c424aa4f11c4c5bd11b21
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524738B2

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