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Water → 5-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylic acid

HRID 1289237
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1289237
[CH3:1][C:2]1[N:11](OC(=O)C(C)(C)C)[C:10](=[O:19])[C:9]2[C:4](=[CH:5][C:6]3[CH2:23][CH2:22][CH:21]([N:24]([C:28]4[CH:29]=[CH:30][C:31]([C:34]([O:36]C)=[O:35])=[N:32][CH:33]=4)[CH2:25][C:26]#[CH:27])[C:7]=3[C:8]=2C)[N:3]=1.[OH-].[Na+].O>CO>[CH3:1][C:2]1[NH:11][C:10](=[O:19])[C:9]2[C:4](=[CH:5][C:6]3[CH2:23][CH2:22][CH:21]([N:24]([C:28]4[CH:29]=[CH:30][C:31]([C:34]([OH:36])=[O:35])=[N:32][CH:33]=4)[CH2:25][C:26]#[CH:27])[C:7]=3[CH:8]=2)[N:3]=1
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Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86752522methyl 5-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxy-methyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylate

Produkt 1

HCID 1358483075-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

A mixture of methyl 5-[N-((6RS)-2-methyl-4-oxo-3-pivaloyloxy-methyl-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylate (1 g), sodium hydroxide (0.32 g), water (10 ml) and methanol (30 ml) was stirred at ambient temperature for 24 hours. The mixture was evaporated. Water (60 ml) was added and the mixture was acidified to pH 5 by the addition of 2N aqueous hydrochloric acid. The precipitate was isolated, washed with water and dried under vacuum. There was thus obtained 5-[N-((6RS)-2-methyl-4-oxo-3,4,7,8-tetrahydro-6H-cyclopenta[g]quinazolin-6-yl)-N-(prop-2-ynyl)amino]pyridine-2-carboxylic acid (0.68 g);

Aufarbeitung

  1. customThe mixture was evaporated
  2. additionWater (60 ml) was added
  3. additionthe mixture was acidified to pH 5 by the addition of 2N aqueous hydrochloric acid
  4. customThe precipitate was isolated
  5. washwashed with water
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-117d071d07b142cc876463832ac91e5d
Quelldatensatz
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05747499

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