1-(Bromomethyl)-4-chlorobenzene → HCID 58966903, compound

HRID 1948249Notes

Reaction equation

HRID 1948249 reaction equation
[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([O:13]C)=[N:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Br[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1>>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([CH2:16][N:11]2[CH:12]=[C:7]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:8]=[CH:9][C:10]2=[O:13])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 69344735HCID 69344735, compound

Product 1

HCID 58966903HCID 58966903, compoundYield 68%

Procedure

According to Scheme 26 Step 4: The title compound was prepared according to Example 6 Step 2, from 5-cyclohexyl-2-methoxypyridine (1 eq, 0.30 mmol. 57 mg) and 1-(bromomethyl)-4-chlorobenzene (1.5 eq, 0.44 mmol, 92 mg), then purified by chromatography over silicagel (AIT Flashsmart prepacked column 5 g SiO2, CH2Cl2/MeOH 98/2) then recrystallized in pentane/diisopropyl ether, yielding the title compound (0.20 mmol, 0.09 g, 68%) as a beige solid.

Workup

  1. customThe title compound was prepared
  2. custompurified by chromatography over silicagel (AIT Flashsmart prepacked column 5 g SiO2, CH2Cl2/MeOH 98/2)
  3. customthen recrystallized in pentane/diisopropyl ether

Sources & evidence

ORD record
ord-86937aa4939f422483dda26cb429ba7b
Source dataset
uspto-grants-2013_03
Patent number
US08399493B2

Reaction notes

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