Methanol → 4-[N-Boc-N-(pyridin-2-ylmethyl)aminomethyl]benzoic acid

HRID 11836Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 11836
[C:1]([N:8]([CH2:16][C:17]1[CH:26]=[CH:25][C:20]([C:21]([O:23]C)=[O:22])=[CH:19][CH:18]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CO.[OH-].[Na+]>C1COCC1>[C:1]([N:8]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([C:21]([OH:23])=[O:22])=[CH:25][CH:26]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 21973580methyl 4-[N-Boc-N-(pyridin-2-ylmethyl)aminomethyl]benzoate

Produkt 1

HCID 219736504-[N-Boc-N-(pyridin-2-ylmethyl)aminomethyl]benzoic acidAusbeute 63,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The compound obtained in Example 1-1 (200.6 mg) was added with methanol (2 ml), THF (2 ml), and 1 mol/l aqueous solution of sodium hydroxide (2 ml), and the mixture was stirred for one day at room temperature. After the completion of the reaction, the solvent was removed by distillation and water (5 ml) was added. Aqueous solution of hydrochloric acid (1 mol/l) was added dropwise to the resulting solution to adjust the pH to 3. The deposited crystals were collected by filtration and dried to obtain the title compound (123.2 mg) as colorless crystals.

Aufarbeitung

  1. customAfter the completion of the reaction
  2. customthe solvent was removed by distillation and water (5 ml)
  3. additionwas added
  4. additionAqueous solution of hydrochloric acid (1 mol/l) was added dropwise to the resulting solution
  5. filtrationThe deposited crystals were collected by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d2bf217eddca4257ae51da4d5cb2c928
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098215B2

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