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

HRID 341709Notes

Reaction equation

HRID 341709 reaction equation
[F:1][CH:2]([O:7][C:8]([F:25])([F:24])[C:9]([F:23])([F:22])[O:10][C:11]([F:21])([F:20])[CH2:12][O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br)[C:3]([F:6])([F:5])[F:4].[CH2:26]([O:33][C:34]1[CH:35]=[N:36][C:37]([C:40]2[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=2)=[N:38][CH:39]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH2:26]([O:33][C:34]1[CH:39]=[N:38][C:37]([C:40]2[CH:41]=[CH:42][C:43]([O:46][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][O:13][CH2:12][C:11]([O:10][C:9]([F:23])([F:22])[C:8]([F:25])([F:24])[O:7][CH:2]([F:1])[C:3]([F:6])([F:5])[F:4])([F:21])[F:20])=[CH:44][CH:45]=2)=[N:36][CH:35]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 867535065-(2-(2-(Tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-bromopentaneHCID 1357088125-Heptyloxy-2-(4-hydroxyphenyl)pyrimidine

Product 1

HCID 867535055-Heptyloxy-2-[4-(5-(2-(2-(tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)pentyloxy)phenyl]pyrimidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using essentially the procedure of Comparative Example A, the title compound was prepared by combining 5-(2-(2-(tetrafluoroethoxy)tetrafluoroethoxy)-2,2 -difluoroethoxy)-1-bromopentane (7.2 g, 15.0 mmol), 5 -heptyloxy-2-(4-hydroxyphenyl)pyrimidine (3 g, 11.0 mmol), potassium carbonate (1.6 g, 12.7 mmol), and acetonitrile (50 mL). The resulting crude product was isolated and purified essentially as in Comparative Example A to yield 4.95 g.

Sources & evidence

ORD record
ord-03c89191ba884178b75255f53db5a626
Source dataset
uspto-grants-1999_01
Patent number
US05855812

Reaction notes

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