p-Toluenesulfonic acid → HCID 21225289, compound
Reaction equation
[CH2:1]([C:9]1[CH:10]=[N:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[N:13][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:22][C:23]([F:71])([C:67]([F:70])([F:69])[F:68])[C:24]([F:66])([F:65])[C:25]([F:64])([F:63])[O:26][C:27]([F:62])([F:61])[C:28]([F:60])([F:59])[O:29][C:30]([F:58])([F:57])[C:31]([F:56])([F:55])[C:32]([F:54])([F:53])[C:33]([F:52])([F:51])[C:34]([F:50])([F:49])[CH2:35][O:36][CH2:37][CH2:38]S(C1C=CC(C)=CC=1)(=O)=O.C1(=O)OCCO1.FC(F)(C(F)(F)F)C(F)(F)C(F)(F)OC(F)(F)C(F)(F)OC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CO.CC1C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC(S(Cl)(=O)=O)=CC=1>>[CH2:1]([C:9]1[CH:14]=[N:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:38][CH2:37][O:36][CH2:35][C:34]([F:49])([F:50])[C:33]([F:51])([F:52])[C:32]([F:53])([F:54])[C:31]([F:55])([F:56])[C:30]([O:29][C:28]([F:59])([F:60])[C:27]([F:61])([F:62])[O:26][C:25]([F:63])([F:64])[C:24]([F:66])([F:65])[C:23]([F:22])([F:71])[C:67]([F:70])([F:69])[F:68])([F:58])[F:57])=[CH:17][CH:16]=2)=[N:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]Participants
7
Procedure
The title compound was prepared essentially as in Example 1 by combining 5-octyl-2-(4-hydroxyphenyl)pyrimidine (1.04 g, 3.64 mmol) and 2-(6-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2,3,3,4,4,5,5,6,6-decafluorohexyloxy)-1-p-toluenesulfonyl ethane (3.36 g, 4.05 mmol; prepared by combining ethylene carbonate and 6-(2-(nonafluorobutoxy)tetrafluoroethoxy)-2,2,3,3,4,4,5,5,6,6-decafluorohexanol and then preparing the p-toluenesulfonate from p-toluenesulfonyl chloride. The resulting crude product was isolated and further purified essentially as described in Example 3, eluting with ethyl acetate/hexane, to yield 2.88 g of purified product.
Workup
- customprepared
- customThe resulting crude product was isolated
Sources & evidence
- ORD record
- ord-5047b9f1a53e4919bece3c8eb6ac2cac
- Source dataset
- uspto-grants-1997_08
- Patent number
- US05658491
Reaction notes
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