Hydrochloric Acid → 4-[6-(Cyclopentyloxycarbonyl)amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoic acid

HRID 1080773Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1080773
O.[OH-].[Li+].[CH:4]1([O:9][C:10]([NH:12][C:13]2[CH:14]=[CH:15][C:16]3[O:21][CH2:20][CH2:19][N:18]([CH2:22][C:23]4[CH:32]=[CH:31][C:26]([C:27]([O:29]C)=[O:28])=[CH:25][C:24]=4[O:33][CH3:34])[C:17]=3[CH:35]=2)=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5]1.Cl>CO.O>[CH:4]1([O:9][C:10]([NH:12][C:13]2[CH:14]=[CH:15][C:16]3[O:21][CH2:20][CH2:19][N:18]([CH2:22][C:23]4[CH:32]=[CH:31][C:26]([C:27]([OH:29])=[O:28])=[CH:25][C:24]=4[O:33][CH3:34])[C:17]=3[CH:35]=2)=[O:11])[CH2:5][CH2:6][CH2:7][CH2:8]1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 14763127Methyl 4-[6-(cyclopentyloxycarbonyl) amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoate

Produkt 1

HCID 147631294-[6-(Cyclopentyloxycarbonyl)amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoic acidAusbeute 67,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

Lithium hydroxide monohydrate (0.267 g.) was added as a solid to a stirred solution of methyl 4-[6-(cyclopentyloxycarbonyl)amino-2,3-dihydrobenz-1,4-oxazin-4-ylmethyl]-3-methoxybenzoate (0.7 g.) in methanol (15 ml.) and water (2 ml.). The mixture was stirred for 12 hours then diluted with water and acidified to pH 3.35 with 3M hydrochloric acid. The precipitate which formed was isolated by filtration, washed with water and crystallized from methanol to give the title compound as a solid (0.457 g., 67%), m.p. 221°-222° C.

Aufarbeitung

  1. customThe precipitate which formed
  2. customwas isolated by filtration
  3. washwashed with water
  4. customcrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-5546bb6d9f6643f2a67c3fc5df862106
Quelldatensatz
uspto-grants-1996_12
Patentnummer
US05583152

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