Sodium periodate → Tert-butyl (1-(2-(7-formyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

HRID 1041965Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1041965
I([O-])(=O)(=O)=O.[Na+].[OH:7][CH:8]([C:11]1[CH:16]=[CH:15][N:14]2[C:17]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[C:23]([N:30]5[CH2:35][CH2:34][CH:33]([CH2:36][NH:37][C:38](=[O:44])[O:39][C:40]([CH3:43])([CH3:42])[CH3:41])[CH2:32][CH2:31]5)[CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[N:18][N:19]=[C:13]2[CH:12]=1)CO>C(Cl)Cl>[CH:8]([C:11]1[CH:16]=[CH:15][N:14]2[C:17]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[C:23]([N:30]5[CH2:31][CH2:32][CH:33]([CH2:36][NH:37][C:38](=[O:44])[O:39][C:40]([CH3:42])([CH3:41])[CH3:43])[CH2:34][CH2:35]5)[CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[N:18][N:19]=[C:13]2[CH:12]=1)=[O:7]

Komponenten

4

Edukt 2

HCID 23667635Sodium periodateHCID 86654349Tert-butyl (1-(2-(7-(1,2-dihydroxyethyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

Produkt 1

HCID 86654350Tert-butyl (1-(2-(7-formyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a slurry of silica gel (0.1 g) in DCM (3 mL) was added sodium periodate (0.13 mL, 0.087 mmol). The reaction was stirred for 10 minutes. tert-Butyl (1-(2-(7-(1,2-dihydroxyethyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl)piperidin-4-yl)methylcarbamate (30 mg, 0.058 mmol) in DCM (2 mL) was then added to the slurry. The reaction was stirred for 30 minutes, then filtered and washed with DCM (20 mL). The organic layer was concentrated to give crude product.

Aufarbeitung

  1. stirringThe reaction was stirred for 30 minutes
  2. filtrationfiltered
  3. washwashed with DCM (20 mL)
  4. concentrationThe organic layer was concentrated
  5. customto give crude product

Quellen und Nachweise

ORD-Eintrag
ord-f56aba911ee54afe88a3757b2b4dc2dd
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557809B2

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