Triethylamine → 3-(3-[[[(Phenylmethoxy)-amino]-carbonyl]-amino]-4-methoxyphenyl)-1-trifluroacetyl piperidine

HRID 1762123Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1762123
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.[N:18]([C:21]1[CH:22]=[C:23]([CH:29]2[CH2:34][CH2:33][CH2:32][N:31]([C:35](=[O:40])[C:36]([F:39])([F:38])[F:37])[CH2:30]2)[CH:24]=[CH:25][C:26]=1[O:27][CH3:28])=[C:19]=[O:20]>C(Cl)Cl>[C:3]1([CH2:2][O:9][NH:10][C:19]([NH:18][C:21]2[CH:22]=[C:23]([CH:29]3[CH2:34][CH2:33][CH2:32][N:31]([C:35](=[O:40])[C:36]([F:38])([F:39])[F:37])[CH2:30]3)[CH:24]=[CH:25][C:26]=2[O:27][CH3:28])=[O:20])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 102312Benzyloxyamine hydrochlorideHCID 200425593-(3-Isocyanato-4-methoxyphenyl)-1-trifluoroacetyl-piperidine

Produkt 1

HCID 142106393-(3-[[[(Phenylmethoxy)-amino]-carbonyl]-amino]-4-methoxyphenyl)-1-trifluroacetyl piperidineAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

1.68 g of O-benzyl-hydroxylamine hydrochloride suspended in 30 ml of methylene chloride were added to 1.52 ml of triethylamine and then 3.2 g of the product of Step A in 10 ml of methylene chloride were added dropwise with stirring for 2 hours, followed by evaporating to dryness under reduced pressure. The residue was chromatographed on silica, (eluent: methylene chloride-ethyl acetate 96-4) to obtain 3.75 g of the expected product melting at 134° C. after crystallization from a 1-1 mixture of methylene chloride and isopropyl ether.

Aufarbeitung

  1. customby evaporating to dryness under reduced pressure
  2. customThe residue was chromatographed on silica, (eluent: methylene chloride-ethyl acetate 96-4)

Quellen und Nachweise

ORD-Eintrag
ord-c7470a822b464060a1bd302ab26dfcf5
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04831043

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