2-Bromoethyl ethyl ether → 5-(2-(Ethoxy)ethoxy)-2-[4-(3-(2-(2-(nonafluorobutoxy) tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

HRID 2257462Notes

Reaction equation

HRID 2257462 reaction equation
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]([O:23][C:24]([F:43])([F:42])[C:25]([F:41])([F:40])[O:26][C:27]([F:39])([F:38])[C:28]([F:37])([F:36])[C:29]([F:35])([F:34])[C:30]([F:33])([F:32])[F:31])([F:22])[F:21])=[CH:10][CH:9]=2)=[N:6][CH:7]=1.[CH2:44]([O:46][CH2:47][CH2:48]Br)[CH3:45]>>[CH2:44]([O:46][CH2:47][CH2:48][O:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]([O:23][C:24]([F:43])([F:42])[C:25]([F:40])([F:41])[O:26][C:27]([F:38])([F:39])[C:28]([F:36])([F:37])[C:29]([F:34])([F:35])[C:30]([F:31])([F:32])[F:33])([F:22])[F:21])=[CH:12][CH:13]=2)=[N:4][CH:3]=1)[CH3:45]

Participants

3

Reactant 2

HCID 611412-Bromoethyl ethyl etherHCID 21225271HCID 21225271, compound

Product 1

HCID 212252885-(2-(Ethoxy)ethoxy)-2-[4-(3-(2-(2-(nonafluorobutoxy) tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine

Procedure

The title compound was prepared essentially as in Example 1 by combining 5-hydroxy-2-[4-(3-(2-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2-difluoroethoxy)propoxy)phenyl]pyrimidine (1.0 g, 1.51 mmol,) and 2-bromoethyl ethyl ether (0.58 g, 3.79 mmol). The resulting crude product was isolated and further purified essentially as described in Example 3, eluting with 30 volume percent ethyl acetate/hexane, to yield 0.76 g of purified product.

Workup

  1. customThe resulting crude product was isolated

Sources & evidence

ORD record
ord-53571e0c72df426ba4fa46652d46bf07
Source dataset
uspto-grants-1997_08
Patent number
US05658491

Reaction notes

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