5-Octyl-2-[4-(3-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine → 5-Pentyloxy-2-[4-(3-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

HRID 582978Notes

Reaction equation

HRID 582978 reaction equation
C(C1C=NC(C2C=CC(O[CH2:22][CH2:23][CH2:24][O:25][CH2:26][C:27]([O:30][C:31]([F:48])([F:47])[C:32]([F:46])([F:45])[O:33][C:34]([F:44])([F:43])[C:35]([F:42])([F:41])[O:36][C:37]([F:40])([F:39])[F:38])([F:29])[F:28])=CC=2)=NC=1)CCCCCCC.[CH2:49]([O:54][C:55]1[CH:56]=[N:57][C:58]([C:61]2[CH:66]=[CH:65][C:64]([OH:67])=[CH:63][CH:62]=2)=[N:59][CH:60]=1)[CH2:50][CH2:51][CH2:52][CH3:53]>CN(C)C=O>[CH2:49]([O:54][C:55]1[CH:60]=[N:59][C:58]([C:61]2[CH:62]=[CH:63][C:64]([O:67][CH2:22][CH2:23][CH2:24][O:25][CH2:26][C:27]([O:30][C:31]([F:47])([F:48])[C:32]([F:45])([F:46])[O:33][C:34]([F:43])([F:44])[C:35]([F:41])([F:42])[O:36][C:37]([F:40])([F:39])[F:38])([F:29])[F:28])=[CH:65][CH:66]=2)=[N:57][CH:56]=1)[CH2:50][CH2:51][CH2:52][CH3:53]

Participants

4

Conditions

Temperature
120 °C

Procedure

The title compound was prepared essentially as in Example 1 by combining 3-(2-(2-(2-(trifluoromethoxy)tetrafluoroethoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)-1-chloropropane (6.1 g, 28.0 mmol, Example 24) with 5-pentyloxy-2-[4-hydroxyphenyl]pyrimidine (3 g, 11.6 mmol) in dimethylformamide and stirring at 120° C. overnight to provide product boiling at 185-190° C. at 0.3 torr (yield of 5.5 g).

Sources & evidence

ORD record
ord-a652b032f10b45118efa4632ddbcb7c2
Source dataset
uspto-grants-1999_07
Patent number
US05928562

Reaction notes

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