StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sodium borohydride → 3-Hydroxymethyl-8-(2-methoxycarbonylamino-6-methylbenzylamino)-2-methylimidazo[1,2-a]pyridine

HRID 1377473
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1377473
[CH:1]([C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([NH:12][CH2:13][C:14]3[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=3[NH:21][C:22]([O:24][CH3:25])=[O:23])[C:6]2=[N:5][C:4]=1[CH3:26])=[O:2].[BH4-].[Na+]>CO.Cl>[OH:2][CH2:1][C:3]1[N:7]2[CH:8]=[CH:9][CH:10]=[C:11]([NH:12][CH2:13][C:14]3[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=3[NH:21][C:22]([O:24][CH3:25])=[O:23])[C:6]2=[N:5][C:4]=1[CH3:26]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 4311764Sodium borohydrideHCID 22914804HCID 22914804, Verbindung

Produkt 1

HCID 161183133-Hydroxymethyl-8-(2-methoxycarbonylamino-6-methylbenzylamino)-2-methylimidazo[1,2-a]pyridineAusbeute 64,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2 g of 3-formyl-8-(2-methoxycarbonylamino-6-methylbenzylamino)-2-methylimidazo[1,2-a]pyridine are suspended in 30 ml of methanol at RT, 0.2 g of sodium borohydride is added in portions, and the mixture is stirred at RT for 1 h. Subsequently, half the solvent is stripped off in vacuo, the residue is poured into ice-water, and the mixture is neutralized with a few drops of dilute hydrochloric acid and extracted four times with ethyl acetate. The collected organic phases are washed with water and dried over sodium sulfate. The solvent is stripped off in vacuo. The remaining yellowish residue completely crystallizes after some time. Recrystallization from ethyl acetate results in 1.3 g of the title compound of m.p. 170°-172° C.

Aufarbeitung

  1. extractionextracted four times with ethyl acetate
  2. washThe collected organic phases are washed with water
  3. dry with materialdried over sodium sulfate
  4. customThe remaining yellowish residue completely crystallizes after some time
  5. customRecrystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-91151f26908c425383c869142beda47a
Quelldatensatz
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05665730

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion