Pyridine → 3-{[(5-Methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoic acid

HRID 589758Notes

Reaction equation

HRID 589758 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10](Cl)(=[O:12])=[O:11])=[CH:7][C:6]=2[CH:14]=1.N1C=CC=CC=1.[NH2:21][C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25]([OH:27])=[O:26]>>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH:21][C:22]3[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=3)[C:25]([OH:27])=[O:26])(=[O:12])=[O:11])=[CH:7][C:6]=2[CH:14]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 74193-Aminobenzoic AcidHCID 27947715-Methyl-1-benzothiophene-2-sulfonyl chloride

Product 1

HCID 569421703-{[(5-Methyl-1-benzothiophen-2-yl)sulfonyl]amino}benzoic acidYield 66%

Procedure

The product was prepared according to General Procedure 6, described in Example 65, with 5-methylbenzothiophene-2-sulfonyl chloride (30.0 mg, 0.12 mmol), pyridine (49 μL, 0.61 mmol) and 3-aminobenzoic acid (16.7 mg, 0.10 mmol). The title compound was obtained in 66% yield (23 mg). MS (ESI+) calcd mass for C16H13NO4S2 347.028599, found 347.029559.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-43f0009af29b4f1eb3930f4bc13f82ac
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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