4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1-sulfonamide → HCID 70941752, compound

HRID 2402316Notes

Reaction equation

HRID 2402316 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][C:9]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][C:17](I)=[CH:16][CH:15]=2)=[O:13])=[N:8][N:7]=1.O1C=CC=C1C1OC(NC(C2C=CC=C(I)C=2)=O)=NN=1.[S:41]([C:45]1[CH:50]=[CH:49][C:48](B2OC(C)(C)C(C)(C)O2)=[CH:47][CH:46]=1)(=[O:44])(=[O:43])[NH2:42]>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:10][C:9]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][C:17]([C:48]3[CH:49]=[CH:50][C:45]([S:41](=[O:44])(=[O:43])[NH2:42])=[CH:46][CH:47]=3)=[CH:16][CH:15]=2)=[O:13])=[N:8][N:7]=1

Participants

4

Reactant 3

HCID 164141904-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1-sulfonamideHCID 70941416HCID 70941416, compoundHCID 70941647HCID 70941647, compound

Product 1

HCID 70941752HCID 70941752, compound

Procedure

The title compound was synthesized in accordance with the synthesis method of compound Ia-50 described below, using N-[5-(2-furyl)-1,3,4-oxadiazol-2-yl]-4-iodobenzenecarboxamide prepared in Reference Example 1 instead of N-[5-(2-furyl)-1,3,4-oxadiazol-2-yl]-3-iodobenzenecarboxamide and using commercially available 4-sulfamoylphenylboronic acid pinacol ester instead of 1-methyl-5-indoleboronic acid pinacol ester.

Sources & evidence

ORD record
ord-1e01244a75e14d599f23ad1c601730ec
Source dataset
uspto-grants-2014_08
Patent number
US08796320B2

Reaction notes

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