Water → HCID 69619643, Verbindung

HRID 585744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 585744
[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[C:21]2[C:16](=[CH:17][C:18]([C:22]([NH:24][C:25]3[CH:30]=[CH:29][N:28]=[C:27]4[N:31](CO)[CH:32]=[CH:33][C:26]=34)=[O:23])=[CH:19][CH:20]=2)[S:15][CH2:14][CH2:13]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].O>CO.O1CCCC1>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]1[C:21]2[C:16](=[CH:17][C:18]([C:22]([NH:24][C:25]3[CH:30]=[CH:29][N:28]=[C:27]4[NH:31][CH:32]=[CH:33][C:26]=34)=[O:23])=[CH:19][CH:20]=2)[S:15][CH2:14][CH2:13]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 962WaterHCID 517045Sodium AcetateHCID 20824441HCID 20824441, Verbindung

Produkt 1

HCID 69619643HCID 69619643, VerbindungAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The obtained (S)-4-(benzyloxycarbonylamino)-N-(1-hydroxymethylpyrrolo[2,3-b]pyridin-4-yl)thiochromane-7-carboxamide (766 mg) was dissolved in methanol (10 ml) and tetrahydrofuran (20 ml), and an aqueous solution (30 ml) of sodium acetate (5.00 g) was added. The reaction mixture was stirred under reflux for 5 hr and allowed to return to room temperature. Water (100 ml) was added and the precipitated crystals were collected by filtration to give the objective (S)-4-(benzyloxycarbonylamino)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)thiochromane-7-carboxamide (504 mg) as a pale yellow solid.

Aufarbeitung

  1. temperatureunder reflux for 5 hr
  2. customto return to room temperature
  3. filtrationthe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-7d672c0d58784cd6b42033393e02f6a2
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06933305B2

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