2-Chloro-4-(trifluoromethyl)benzenesulfonyl chloride → 2-Chloro-N-{4-methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-yl}-4-trifluoromethyl-benzenesulfonamide

HRID 1366864Notes

Reaction equation

HRID 1366864 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]3[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]3)(=[O:17])=[O:16])=[CH:11][CH:10]=2)[N:5]=[N:4][C:3]=1[NH2:24].[Cl:25][C:26]1[CH:31]=[C:30]([C:32]([F:35])([F:34])[F:33])[CH:29]=[CH:28][C:27]=1[S:36](Cl)(=[O:38])=[O:37]>>[Cl:25][C:26]1[CH:31]=[C:30]([C:32]([F:34])([F:33])[F:35])[CH:29]=[CH:28][C:27]=1[S:36]([NH:24][C:3]1[N:4]=[N:5][C:6]([S:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([N:18]3[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]3)(=[O:16])=[O:17])=[CH:11][CH:10]=2)=[CH:7][C:2]=1[CH3:1])(=[O:38])=[O:37]

Participants

3

Reactant 2

HCID 27366752-Chloro-4-(trifluoromethyl)benzenesulfonyl chlorideHCID 669714004-Methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-ylamine

Product 1

HCID 577182242-Chloro-N-{4-methyl-6-[4-(piperidine-1-sulfonyl)-phenylsulfanyl]-pyridazin-3-yl}-4-trifluoromethyl-benzenesulfonamide

Procedure

Can be prepared from 4-methyl-6-[4-(piperidine-1-sulfonyl) -phenylsulfanyl]-pyridazin-3-ylamine and 2-chloro-4-trifluoromethylbenzenesulfonyl chloride. 1H NMR (CDCl3) 8.30 (1H, d) 7.75 (2H, m) 7.70(1H, s) 7.6(3H, m) 7.05(1H, s) 3.0 (4H, m) 2.1 (3H, s) 1.6(4H, m) 1.40(2H, m) LCMS Polarity/Scan type: Negative Q1 Scan. M.wt. 605 (—H), 607 (—H). Retention time 7.39 minutes. HPLC MS8 Retention time 5.36 minutes.

Sources & evidence

ORD record
ord-fd8abed866d74ef6bb4d57b853e4a4f6
Source dataset
uspto-grants-2011_02
Patent number
US07893077B2

Reaction notes

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