3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) → HCID 178527489, compound

HRID 589766Notes

Reaction equation

HRID 589766 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.[Cl:22][C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][C:28]=1[F:29]>>[Cl: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]=[CH:27][C:28]=1[F:29]

Participants

3

Reactant 2

HCID 27346603-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride)HCID 178527479HCID 178527479, compound2×

Product 1

HCID 178527489HCID 178527489, compoundYield 31%

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 3-chloro-4-fluorophenyl-boronic acid (10 mg, 0.06 mmol). The title compound was obtained in 31% yield (6.7 mg). MS (ESI+) calcd mass for C17H11ClFN5O2S2 435.002672, found 435.002662.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-c1c367f954214d21a6faba823f6503fe
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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