(3-Carbamoylphenyl)boronic acid → HCID 178513632, compound

HRID 589728Notes

Reaction equation

HRID 589728 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.[NH2:22][C:23]([C:25]1[CH:26]=[C:27](B(O)O)[CH:28]=[CH:29][CH:30]=1)=[O:24]>>[NH:21]1[C:17]([C:13]2[CH:12]=[C:11]([NH:10][S:7]([C:5]3[S:6][C:2]([C:29]4[CH:30]=[C:25]([CH:26]=[CH:27][CH:28]=4)[C:23]([NH2:22])=[O:24])=[CH:3][CH:4]=3)(=[O:9])=[O:8])[CH:16]=[CH:15][CH:14]=2)=[N:18][N:19]=[N:20]1

Participants

3

Reactant 2

HCID 2737814(3-Carbamoylphenyl)boronic acidHCID 178527479HCID 178527479, compound2×

Product 1

HCID 178513632HCID 178513632, compoundYield 13%

Procedure

The product was prepared according to General Procedure 3, described in Example 22, starting from 5-bromo-N-[3-(1H-tetrazol-5-yl)phenyl]thiophene-2-sulfonamide (Intermediate 17) (19 mg, 0.05 mmol) and 3-aminocarbonylphenylboronic acid (10 mg, 0.06 mmol) giving 2.7 mg (13%) of the title compound. MS (ESI+) calcd for C18H14N6O3S2 426.056880, found 426.057610.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-3fae39b538704975b26131a4c766ffc2
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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