5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amide hydrochloride → 5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amide

HRID 1693121Notes

Reaction equation

HRID 1693121 reaction equation
Cl.[CH3:2][S:3]([C:6]1[CH:11]=[C:10]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[CH:9]=[CH:8][C:7]=1[NH:18][S:19]([C:22]1[S:26][C:25]2[CH:27]=[CH:28][C:29]([F:31])=[CH:30][C:24]=2[C:23]=1[CH3:32])(=[O:21])=[O:20])(=[O:5])=[O:4]>C(#N)C.O.C(O)=O>[CH3:2][S:3]([C:6]1[CH:11]=[C:10]([CH:12]2[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]2)[CH:9]=[CH:8][C:7]=1[NH:18][S:19]([C:22]1[S:26][C:25]2[CH:27]=[CH:28][C:29]([F:31])=[CH:30][C:24]=2[C:23]=1[CH3:32])(=[O:20])=[O:21])(=[O:4])=[O:5]

Participants

3

Reactant 1

HCID 249663215-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amide hydrochloride

Product 1

HCID 249663225-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid (2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amideYield 0%

Reagents, catalysts & solvents 1

HCID 86621318Acetonitrile water formic acidSolvent

Procedure

5-Fluoro-3-methyl-benzo[b]thiophene-2-sulfonic acid(2-methanesulfonyl-4-piperidin-4-yl-phenyl)-amide hydrochloride (cf. Example 20 g, 6 mg) was run through an HPLC-column with acetonitrile/water/formic acid to obtain the title compound (3 mg) as an off-white foam. MS (ISP): 483.3 (M+H)+

Sources & evidence

ORD record
ord-b5b125fbfb7f4881b0811ca32bcaf2b5
Source dataset
uspto-grants-2012_04
Patent number
US08158655B2

Reaction notes

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