Reaktion #1519151

ord-b18b09b29376467195a0b48d17f1224b

Reaktionsgleichung

[H-].[Na+]
sodium hydride
CC(C)(C)OC(=O)NC1CCN([C@@H]2c3ccccc3OC[C@H]2OCc2cc(Br)cc(Br)c2)CC1
compound
CC(C)(C)OC(=O)NC1CCN([C@@H]2c3ccccc3OC[C@H]2OCc2cc(Br)cc(Br)c2)CC1
tert-Butyl trans-1-{3-[(3,5-dibromobenzyl)oxy]-3,4-dihydro-2H-chromen-4-yl}-4-piperidylcarbamate
CI
methyl iodide
→
CN(C(=O)OC(C)(C)C)C1CCN([C@@H]2c3ccccc3OC[C@H]2OCc2cc(Br)cc(Br)c2)CC1
expected product
CN(C(=O)OC(C)(C)C)C1CCN([C@@H]2c3ccccc3OC[C@H]2OCc2cc(Br)cc(Br)c2)CC1
tert-Butyl trans-1-{3-[(3,5-dibromobenzyl)oxy]-3,4-dihydro-2H-chromen-4-yl}-N-methyl-4-piperidylcarbamate

Edukte

[H-].[Na+]
sodium hydride
CC(C)(C)OC(=O)NC1CCN([C@@H]2c3ccccc3OC[C@H]2OCc2cc(Br)cc(Br)c2)CC1
compound
CC(C)(C)OC(=O)NC1CCN([C@@H]2c3ccccc3OC[C@H]2OCc2cc(Br)cc(Br)c2)CC1
tert-Butyl trans-1-{3-[(3,5-dibromobenzyl)oxy]-3,4-dihydro-2H-chromen-4-yl}-4-piperidylcarbamate
CI
methyl iodide

Reagenzien

Keine

Lösungsmittel

C1CCOC1
tetrahydrofuran
O
water

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate

Vorschrift

0.2 g of sodium hydride (60% in oil) is added to 1 g of the compound obtained in Step B of Example 9 and 0.42 ml of methyl iodide in 10 ml of tetrahydrofuran, maintaining the temperature of the reaction mixture at 0° C. After 15 minutes at that temperature, the mixture is stirred for 48 hours at ambient temperature, diluted with water and extracted with ethyl acetate. After conventional treatment, the expected product is isolated.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612061B2uspto-grants-2009_11