(3,5-Difluorophenyl)boronic acid → HCID 178527490, compound

HRID 589692Notes

Reaction equation

HRID 589692 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:24]=[C:25](B(O)O)[CH:26]=[C:27]([F:29])[CH:28]=1>>[F:22][C:23]1[CH:24]=[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:26]=[C:27]([F:29])[CH:28]=1

Participants

3

Reactant 2

HCID 2734338(3,5-Difluorophenyl)boronic acidHCID 178527479HCID 178527479, compound2×

Product 1

HCID 178527490HCID 178527490, compoundYield 34.3%

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 3,5-difluorophenylboronic acid (9 mg, 0.06 mmol) giving 7.2 mg (34%) of the title compound. MS (ESI+) calcd for C17H11F2N5O2S2 419.032222, found 419.032222.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-dd3d2357d0084435bdf52c0f559a75d3
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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