3-(Trifluoromethyl)benzenesulfonyl chloride → HCID 44628179, compound

HRID 2189492Notes

Reaction equation

HRID 2189492 reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[N:12]=[C:11]([C:13]3[CH2:14][CH2:15][N:16]([S:19]([C:22]4[CH:27]=[CH:26][C:25]([O:28][C:29]([F:32])([F:31])[F:30])=[CH:24][CH:23]=4)(=[O:21])=[O:20])[CH2:17][CH:18]=3)[CH:10]=[CH:9][CH:8]=2)=[O:6])[CH2:3][CH2:2]1.FC(F)(F)C1C=C(S([Cl:44])(=O)=O)C=CC=1>>[CH:1]1([NH:4][C:5]([C:7]2[N:12]=[C:11]([C:13]3[CH2:18][CH2:17][N:16]([S:19]([C:22]4[CH:23]=[CH:24][C:25]([O:28][C:29]([F:31])([F:30])[F:32])=[CH:26][CH:27]=4)(=[O:21])=[O:20])[CH2:15][CH:14]=3)[CH:10]=[CH:9][C:8]=2[Cl:44])=[O:6])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 44628935HCID 44628935, compound

Product 1

HCID 44628179HCID 44628179, compound

Procedure

Similarly, 5-chloro-1′-(4-trifluoromethoxybenzenesulfonyl)-1′,2′,3′,6′-tetra-hydro-[2,4′]bipyridinyl-6-carboxylic acid cyclopropylamide was synthesized using 4-trifluoromethoxybenzenesulfonyl chloride at the last step instead of 3-trifluoromethylbenzenesulfonyl chloride. 1H NMR (400 MHz, CD3OD): δ 7.99 (m, 2H), 7.85 (d, 1H, J=8.4 Hz), 7.59 (d, 1H, J=8.4 Hz), 7.54 (m, 2H), 6.72 (m, 1H), 3.87 (m, 2H), 3.39 (t, 2H, J=5.6 Hz), 2.87 (m, 1H), 2.73 (m, 2H), 0.83 (m, 2H), 0.66 (m, 2H); MS: 502 (M+H+).

Sources & evidence

ORD record
ord-0474bfd68c8442f39025d77462e9dcf9
Source dataset
uspto-grants-2012_12
Patent number
US08324249B2

Reaction notes

Loading…