Potassium Carbonate → 5-Heptyloxy-2-[4-(3-(2-(2-(tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyloxy)phenyl]pyrimidine

HRID 341710Notes

Reaction equation

HRID 341710 reaction equation
[F:1][CH:2]([O:7][C:8]([F:23])([F:22])[C:9]([F:21])([F:20])[O:10][C:11]([F:19])([F:18])[CH2:12][O:13][CH2:14][CH2:15][CH2:16]Br)[C:3]([F:6])([F:5])[F:4].[CH2:24]([O:31][C:32]1[CH:33]=[N:34][C:35]([C:38]2[CH:43]=[CH:42][C:41]([OH:44])=[CH:40][CH:39]=2)=[N:36][CH:37]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:24]([O:31][C:32]1[CH:37]=[N:36][C:35]([C:38]2[CH:39]=[CH:40][C:41]([O:44][CH2:16][CH2:15][CH2:14][O:13][CH2:12][C:11]([O:10][C:9]([F:21])([F:20])[C:8]([F:23])([F:22])[O:7][CH:2]([F:1])[C:3]([F:6])([F:5])[F:4])([F:19])[F:18])=[CH:42][CH:43]=2)=[N:34][CH:33]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 867535083-(2-(2-(Tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-l-bromopropaneHCID 1357088125-Heptyloxy-2-(4-hydroxyphenyl)pyrimidine

Product 1

HCID 867535075-Heptyloxy-2-[4-(3-(2-(2-(tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propyloxy)phenyl]pyrimidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using essentially the procedure of Comparative Example A, the title compound was prepared by combining 3-(2-(2-(tetrafluoroethoxy)tetrafluoroethoxy)-2,2 -difluoroethoxy)-l-bromopropane (5.1 g, 38.5 mmol), 5 -heptyloxy-2-(4-hydroxyphenyl)pyrimidine (3 g, 11.0 mmol), potassium carbonate (1.6 g, 12.7 mmol), and acetonitrile (58 mL). The resulting crude product was isolated and purified essentially as in Comparative Example A to yield 5.1 g.

Sources & evidence

ORD record
ord-3071215d0f3744c1a758a5dfff445bdd
Source dataset
uspto-grants-1999_01
Patent number
US05855812

Reaction notes

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