3-(Trifluoromethyl)benzenesulfonyl chloride → HCID 86604883, compound

HRID 2219884Notes

Reaction equation

HRID 2219884 reaction equation
C[C:2]1[CH:7]=[CH:6][C:5]([S:8]([O:11][CH2:12][C@@H:13]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22](C)=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH3:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.N[C@@H](C1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1)CO.[F:37][C:38]([F:50])([F:49])C1C=C(S(Cl)(=O)=O)C=CC=1>>[F:37][C:38]([F:50])([F:49])[C:3]1[CH:4]=[C:5]([S:8]([O:11][CH2:12][C@H:13]([C:14]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[NH:15][S:16]([C:19]2[CH:20]=[CH:21][CH:22]=[C:23]([C:38]([F:50])([F:49])[F:37])[CH:24]=2)(=[O:17])=[O:18])(=[O:10])=[O:9])[CH:6]=[CH:7][CH:2]=1

Participants

4

Reactant 3

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 13145046HCID 13145046, compoundHCID 51669578HCID 51669578, compound

Product 1

HCID 86604883HCID 86604883, compound

Procedure

Proceeding as described for (45), but using (S)-2-amino-2-(4-fluorophenyl)ethanol and 3-trifluoromethylbenzenesulfonyl chloride afforded (S)-2-(4-fluorophenyl)-2-(3-(trifluoro-methyl)benzenesulfonamido)ethyl 3-(trifluoromethyl)benzenesulfonate (47). MS m/z: 572.3 (M+H) (Calc'd for C22H16F7NO5S2: 571.48).

Sources & evidence

ORD record
ord-98d33cbc225c44439b9ca54cbdf63453
Source dataset
uspto-grants-2008_08
Patent number
US07414134B2

Reaction notes

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