3-(Trifluoromethyl)phenylboronic acid → HCID 178527483, compound

HRID 589763Notes

Reaction equation

HRID 589763 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]([F:34])([F:33])[C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1>>[NH:21]1[C:17]([C:13]2[CH:12]=[C:11]([NH:10][S:7]([C:5]3[S:6][C:2]([C:28]4[CH:27]=[CH:26][CH:25]=[C:24]([C:23]([F:34])([F:33])[F:22])[CH:29]=4)=[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 27343883-(Trifluoromethyl)phenylboronic acidHCID 178527479HCID 178527479, compound2×

Product 1

HCID 178527483HCID 178527483, compoundYield 48%

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-trifluoromethylphenylboronic acid (11 mg, 0.06 mmol). The title compound was obtained in 48% yield (10.8 mg). MS (ESI+) calcd mass for C18H12F3N5O2S2 451.038451, found 451.038591.

Workup

  1. customThe product was prepared

Sources & evidence

ORD record
ord-5fb2e32ecf5f4c06bb86941138d1fbd1
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

Loading…