(4-Fluoro-2-methoxyphenyl)boronic acid → HCID 178492919, compound

HRID 589699Notes

Reaction equation

HRID 589699 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.[F:22][C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[C:25]([O:32][CH3:33])[CH:24]=1>>[F:22][C:23]1[CH:28]=[CH:27][C:26]([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)=[C:25]([O:32][CH3:33])[CH:24]=1

Participants

3

Reactant 2

HCID 2782672(4-Fluoro-2-methoxyphenyl)boronic acidHCID 178527479HCID 178527479, compound2×

Product 1

HCID 178492919HCID 178492919, compoundYield 38.5%

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 4-fluoro-2-methoxyphenylboronic acid (10 mg, 0.06 mmol) giving 8.3 mg (37%) of the title compound. MS (ESI+) calcd for C18H14FN5O3S2 431.052209, found 431.052249.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-aabc3af849d54566990effc2a53fca15
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

Loading…