3-Carboxyphenylboronic acid → HCID 67323228, compound

HRID 1397465Notes

Reaction equation

HRID 1397465 reaction equation
Br[C:2]1[S:6][CH:5]=[C:4]([C:7](=[O:12])[C:8]([F:11])([F:10])[F:9])[CH:3]=1.[C:13]([C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1)([OH:15])=[O:14]>>[F:9][C:8]([F:11])([F:10])[C:7]([C:4]1[CH:3]=[C:2]([C:20]2[CH:21]=[C:16]([CH:17]=[CH:18][CH:19]=2)[C:13]([OH:15])=[O:14])[S:6][CH:5]=1)=[O:12]

Participants

3

Reactant 2

HCID 27339573-Carboxyphenylboronic acidHCID 673241221-(5-Bromothiophen-3-yl)-2,2,2-trifluoroethan-1-one

Product 1

HCID 67323228HCID 67323228, compoundYield 16%

Procedure

This compound was synthesized from 1-(5-bromothiophen-3-yl)-2,2,2-trifluoroethanone and 3-carboxyphenylboronic acid as described in example 88 step 3 (150 mg, yield 16%) as a yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 13.26 (br s, 1H), 8.85 (s, 1H), 8.19 (s, 1H), 8.07-8.05 (m, 2H), 7.96-7.93 (d, J=7.9 Hz, 1H), 7.62-7.57 (t, J=7.7 Hz, 1H).

Sources & evidence

ORD record
ord-c9ad1765823047ca8c59e2d5bd074706
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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