1-Benzofuran-2-sulfonyl chloride → Tert-butyl {4-[({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}thio)methyl]pyridin-2-yl}carbamate

HRID 2205338Notes

Reaction equation

HRID 2205338 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])[CH:12]=1.[O:25]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[CH:27]=[C:26]1[S:34](Cl)(=[O:36])=[O:35]>N1C=CC=CC=1>[O:25]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[CH:27]=[C:26]1[S:34]([NH:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9][CH2:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][C:18](=[O:24])[O:19][C:20]([CH3:21])([CH3:23])[CH3:22])[CH:12]=1)(=[O:36])=[O:35]

Participants

4

Reactant 2

HCID 27951721-Benzofuran-2-sulfonyl chlorideHCID 68074576Tert-butyl (4-(((2-amino-4-chlorophenyl)thio)methyl)pyridin-2-yl)carbamate

Product 1

HCID 68074730Tert-butyl {4-[({2-[(1-benzofuran-2-ylsulfonyl)amino]-4-chlorophenyl}thio)methyl]pyridin-2-yl}carbamateYield 56%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Following General Procedure B, the title compound (555 mg, 56%) was prepared from tert-butyl (4-(((2-amino-4-chlorophenyl)thio)methyl)pyridin-2-yl)carbamate (667 mg, 1.827 mmol) and benzofuran-2-sulfonyl chloride (396 mg, 1.827 mmol) in pyridine (10 ml).

Sources & evidence

ORD record
ord-e1965025eaf04953a961577f5af9cfc8
Source dataset
uspto-grants-2016_06
Patent number
US09371278B2

Reaction notes

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