1-Butoxy-4-chlorobutane → 5-((4-Butoxy)butoxy)-2-[4-(2-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)ethyl)phenyl]pyrimidine

HRID 582997Notes

Reaction equation

HRID 582997 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][O:16][CH2:17][C:18]([O:21][C:22]([F:39])([F:38])[C:23]([F:37])([F:36])[O:24][C:25]([F:35])([F:34])[C:26]([F:33])([F:32])[O:27][C:28]([F:31])([F:30])[F:29])([F:20])[F:19])=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[CH2:40]([O:44][CH2:45][CH2:46][CH2:47][CH2:48]Cl)[CH2:41][CH2:42][CH3:43]>>[CH3:43][CH2:42][CH2:41][CH2:40][O:44][CH2:45][CH2:46][CH2:47][CH2:48][O:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][O:16][CH2:17][C:18]([O:21][C:22]([F:39])([F:38])[C:23]([F:36])([F:37])[O:24][C:25]([F:34])([F:35])[C:26]([F:32])([F:33])[O:27][C:28]([F:29])([F:30])[F:31])([F:20])[F:19])=[CH:10][CH:9]=2)=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 137481391-Butoxy-4-chlorobutaneHCID 21225391HCID 21225391, compound

Product 1

HCID 867543045-((4-Butoxy)butoxy)-2-[4-(2-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)ethyl)phenyl]pyrimidine

Procedure

The title compound was prepared essentially as in Example 12 by combining 5-hydroxy-2-[4-(2-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)ethyl)phenyl]pyrimidine (2.0 g, 3.5 mmol) with 4-butoxybutyl chloride (7.0 g, 4.2 mmol). The reaction mixture was quenched with water, and the resulting crude product was further purified by recrystallization from ethanol, followed by Kugelrohr distillation (210-15° C. at 0.15 torr), to provide a yield of 1.39 g.

Workup

  1. customThe reaction mixture was quenched with water
  2. customthe resulting crude product was further purified by recrystallization from ethanol
  3. distillationfollowed by Kugelrohr distillation (210-15° C. at 0.15 torr)
  4. customto provide a yield of 1.39 g

Sources & evidence

ORD record
ord-e2a783a34aae45e49c4717c3087ca1b2
Source dataset
uspto-grants-1999_07
Patent number
US05928562

Reaction notes

Loading…