Nanofin → [6-(2,6-Dimethyl-piperidin-1-ylmethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester

HRID 460196

Reaktionsgleichung

Reaktionsgleichung von HRID 460196
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH3:8])[NH:3]1.[C:9]([O:13][C:14](=[O:24])[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22]Br)[N:17]=1)([CH3:12])([CH3:11])[CH3:10]>CN(C=O)C>[C:9]([O:13][C:14](=[O:24])[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH2:22][N:3]2[CH:4]([CH3:8])[CH2:5][CH2:6][CH2:7][CH:2]2[CH3:1])[N:17]=1)([CH3:12])([CH3:11])[CH3:10]

Komponenten

4

Edukt 2

HCID 68843NanofinHCID 21851763tert-Butyl (6-(bromomethyl)pyridin-2-yl)carbamate

Produkt 1

HCID 69411885[6-(2,6-Dimethyl-piperidin-1-ylmethyl)-pyridin-2-yl]-carbamic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

2,6-Dimethylpiperidine (0.24 mL, 1.74 mmol) was added to a solution of (6-bromomethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (250 mg, 0.87 mmol) in DMF (10 mL) followed by heating at 50° C. and the resulting mixture was stirred for 18 h. The resulting mixture was partitioned between water (10 mL) and CHCl3 (20 mL). The organic layer was washed with H3O, brine, and dried over MgSO4. Concentration in vacuo gave a pale yellow solid. MS m/z: 320.3 (M+H). Calc'd. for C18H29N3O2-319.23.

Aufarbeitung

  1. customThe resulting mixture was partitioned between water (10 mL) and CHCl3 (20 mL)
  2. washThe organic layer was washed with H3O, brine
  3. dry with materialdried over MgSO4
  4. concentrationConcentration in vacuo
  5. customgave a pale yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-3fc3ef085f324258a1fb269005bd6d96
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196104B2

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