N-Cyclopropyl-N-piperidin-4-yl-3-(trifluoromethyl)benzenesulfonamide → HCID 57664567, compound

HRID 1467882Notes

Reaction equation

HRID 1467882 reaction equation
[CH:1]1([N:4]([CH:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[S:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)(=[O:7])=[O:6])[CH2:3][CH2:2]1.[F:24][C:25]1[CH:30]=[CH:29][C:28]([C:31]([C:37]2[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=2)=[CH:32][CH2:33][C:34](O)=[O:35])=[CH:27][CH:26]=1.C1(N(C2CCN(C(=O)C=CCCC)CC2)S(C2C=CC=C(C(F)(F)F)C=2)(=O)=O)CC1>>[CH:1]1([N:4]([CH:18]2[CH2:23][CH2:22][N:21]([C:34](=[O:35])[CH2:33][CH:32]=[C:31]([C:37]3[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=3)[C:28]3[CH:29]=[CH:30][C:25]([F:24])=[CH:26][CH:27]=3)[CH2:20][CH2:19]2)[S:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:15])[F:16])[CH:9]=2)(=[O:6])=[O:7])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 2773944N-Cyclopropyl-N-piperidin-4-yl-3-(trifluoromethyl)benzenesulfonamideHCID 576645714,4-Bis(4-fluorophenyl)but-3-enoic acidHCID 68983635HCID 68983635, compound

Product 1

HCID 57664567HCID 57664567, compound

Procedure

N-Cyclopropyl-N-{1-[4,4-bis(4-fluorophenyl)-but-3-enoyl]piperidin-4-yl}-3-trifluoromethylbenzenesulfonamide (33) was prepared by reacting N-cyclopropyl-N-piperidin-4-yl-3-trifluoromethylbenzenesulfonamide with 4,4-bis(4-fluorophenyl)-but-3-enoic acid following the procedure described for the synthesis of N-cyclopropyl-N-(2-hexenoyl)piperin-4-yl-3-trifluoromethyl-benzenesulfonamide (30) in Example 19, step a. 1H NMR (CDCl3): δ 8.12 (s, 1H), 8.03 (d, 1H), 7.86 (d, 1H), 7.71 (t, 1H), 7.15 (m, 6H), 6.96 (m, 2H), 6.21 (t, 1H), 4.68 (m, 1H), 4.02 (m, 1H), 3.61 (m, 1H), 3.15 (d, 2H), 2.93 (m, 1H), 2.51 (m, 1H), 1.93 (m, 1H), 1.69 (m, 2H), 1.25 (m, 1H), 0.90 (m, 5H). LC: 100%. MS (M+H+): 605.

Sources & evidence

ORD record
ord-8570792f8cfe4020ab74c05b37300a4a
Source dataset
uspto-grants-2015_04
Patent number
US09000174B2

Reaction notes

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