Butyl bromide → 2-(4-Butoxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

HRID 376771Notes

Reaction equation

HRID 376771 reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([OH:9])[CH:5]=[CH:4][C:3]=1[C:10]1[N:15]=[CH:14][C:13]([C:16]2[CH:17]=[N:18][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:21]=2)=[CH:12][N:11]=1.Br[CH2:32][CH2:33][CH2:34][CH3:35]>>[CH2:32]([O:9][C:6]1[CH:5]=[CH:4][C:3]([C:10]2[N:15]=[CH:14][C:13]([C:16]3[CH:17]=[N:18][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:20][CH:21]=3)=[CH:12][N:11]=2)=[C:2]([F:1])[C:7]=1[F:8])[CH2:33][CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 8002Butyl bromideHCID 1355974452-(2,3-Difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

Product 1

HCID 193591112-(4-Butoxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidineYield 69%

Procedure

The etherification of 2.4 mmol of 2-(2,3-difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine using 2.7 mmol of 1-bromobutane is carried out analogously to the procedure indicated for Example 3. Corresponding purification gives 0.76 g (69%) of colorless crystals, X 85 SC 156 SA 180 I.

Workup

  1. custompurification

Sources & evidence

ORD record
ord-18599046615d4eae8ff8d02d0f46e00f
Source dataset
uspto-grants-2000_02
Patent number
US06022492

Reaction notes

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