(Pyridin-4-yl)boronic acid → HCID 178527491, compound

HRID 589768Notes

Reaction equation

HRID 589768 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.[N:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[N:22]1[CH:27]=[CH:26][C:25]([C:2]2[S:6][C:5]([S:7]([NH:10][C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([C:17]4[NH:21][N:20]=[N:19][N:18]=4)[CH:12]=3)(=[O:9])=[O:8])=[CH:4][CH:3]=2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 2734379(Pyridin-4-yl)boronic acidHCID 178527479HCID 178527479, compound2×

Product 1

HCID 178527491HCID 178527491, compoundYield 16%

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 pyridine-4-boronic acid (7 mg, 0.06 mmol). The title compound was obtained in 16% yield (3.1 mg). MS (ESI+) calcd mass for C16H12N6O2S2 384.046315, found 384.047755.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-5d865361c2404b46a2d8dd60036a9084
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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