1-Benzofuran-2-sulfonyl chloride → Methyl 3-[({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-fluorophenyl}sulfanyl)methyl]benzoate

HRID 520964Notes

Reaction equation

HRID 520964 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[C:14]([O:16][CH3:17])=[O:15].[O:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[CH:23]=[C:22]1[S:30](Cl)(=[O:32])=[O:31]>N1C=CC=CC=1>[O:21]1[C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[CH:23]=[C:22]1[S:30]([NH:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][C:11]1[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=1)[C:14]([O:16][CH3:17])=[O:15])(=[O:32])=[O:31]

Participants

4

Reactant 2

HCID 27951721-Benzofuran-2-sulfonyl chlorideHCID 43304147Methyl 3-(((2-amino-4-fluorophenyl)thio)methyl)benzoate

Product 1

HCID 71714771Methyl 3-[({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-fluorophenyl}sulfanyl)methyl]benzoateYield 50%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following General Procedure B, the title compound (601 mg, 50%) was prepared from methyl 3-(((2-amino-4-fluorophenyl)thio)methyl)benzoate (750 mg, 2.58 mmol) and benzofuran-2-sulfonyl chloride (556 mg, 2.58 mmol) in pyridine (5 ml).

Sources & evidence

ORD record
ord-c6fe48130ed8442d9846fbc6c25ed033
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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