Methylamine → 6-(Benzene sulfonyl amino-methyl)-3-benzyloxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid

HRID 1846838Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846838
[C:1]1([S:7]([CH:10]([NH2:29])[C:11]2O[C:15]([C:17]([OH:19])=[O:18])=[C:14]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:13](=[O:28])[CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:30][NH2:31]>CO>[C:1]1([S:7]([CH:10]([NH2:29])[C:11]2[N:31]([CH3:30])[C:15]([C:17]([OH:19])=[O:18])=[C:14]([O:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:13](=[O:28])[CH:12]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 867256956-(benzene sulfonyl amino-methyl)-3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid

Produkt 1

HCID 867256966-(Benzene sulfonyl amino-methyl)-3-benzyloxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acidAusbeute 65,08 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 6-(benzene sulfonyl amino-methyl)-3-benzyloxy-4-oxo-4H-pyran-2-carboxylic acid (12-01) (640.0 mg, 1.54 mmol) in MeOH (5.0 mL) was added methylamine (2 M in methanol, 2.0 mL) at room temperature and the mixture was stirred for 6 h at room temperature. After completion of the reaction, the solvent was removed under reduced pressure to get the crude compound. It was then purified using normal column chromatography to get 6-(benzene sulfonyl amino-methyl)-3-benzyloxy-1-methyl-4-oxo-1,4-dihydro-pyridine-2-carboxylic acid (13-01) (430.0 mg, 65.08%) as a yellow solid.

Aufarbeitung

  1. customAfter completion of the reaction
  2. customthe solvent was removed under reduced pressure
  3. customto get the crude compound
  4. customIt was then purified

Quellen und Nachweise

ORD-Eintrag
ord-3dafafba2ed348fa8dff6688e0d65a7c
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952039B2

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