Iodoethane → HCID 58966957, compound

HRID 1948246Notes

Reaction equation

[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][OH:20])=[CH:15][CH:14]=3)[CH:10]=[CH:9][C:8]2=[O:21])=[CH:4][CH:3]=1.I[CH2:25][CH3:26]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([CH2:19][O:20][CH2:25][CH3:26])=[CH:15][CH:14]=3)[CH:10]=[CH:9][C:8]2=[O:21])=[CH:22][CH:23]=1

Participants

Reactant 2

HCID 6340Iodoethane

HCID 69349174HCID 69349174, compound

Product 1

HCID 58966957HCID 58966957, compoundYield 41%

Procedure

According to Scheme 25 Method A: The title compound was prepared from 1-(4-chlorobenzyl)-5-(4-(hydroxymethyl)phenyl)pyridin-2(1H)-one (1 eq, 2.50 mmol, 0.80 g) and iodoethane (3 eq, 7.40 mmol, 1.10 g)) according to the procedure described for Example 34 Step 3. The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 5 g SiO2) using CH2Cl2/MeOH 99/1 as eluent to afford 1-(4-chlorobenzyl)-5-(4-(ethoxymethyl)phenyl)pyridin-2(1H)-one (1.02 mmol, 0.36 g, 41%) as a yellow solid.

Workup

customThe crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 5 g SiO2)

Sources & evidence

ORD record: ord-df27ff547624467292cf3827f1c0ec21
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08399493B2

Reaction notes

Loading…