2-Methylphenyl boronic acid → HCID 178424157, compound

HRID 589764Notes

Reaction equation

HRID 589764 reaction equation
Br[C:2]1[S:6][C:5]([S:7]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]3[NH:21][N:20]=[N:19][N:18]=3)[CH:12]=2)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[C:22]1([CH3:31])[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1B(O)O>>[CH3:31][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:2]1[S:6][C:5]([S:7]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]3[NH:21][N:20]=[N:19][N:18]=3)[CH:12]=2)(=[O:9])=[O:8])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 27332672-Methylphenyl boronic acidHCID 178527479HCID 178527479, compound2×

Product 1

HCID 178424157HCID 178424157, compoundYield 41%

Procedure

The product was prepared according to General Procedure 3, described in Example 22, using 5-bromo-N-[3-(1H-tetrazol-5-yl)phenyl]thiophene-2-sulfonamide (Intermediate 17) (19 mg, 0.055 mmol) and o-tolylboronic acid (8 mg, 0.06 mmol). The title compound was obtained in 41% yield (8.1 mg). MS (ESI+) calcd mass for C18H15N5O2S2 397.066716, found 397.066896.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-0c75be73e1a64fd385fd25fac444ba2c
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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