3-Carboxyphenylboronic acid → HCID 67323660, compound

HRID 1397467Notes

Reaction equation

HRID 1397467 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:7](=[O:12])[C:8]([F:11])([F:10])[F:9])[O:5][CH:6]=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[O:5][CH:6]=[C:2]([C:20]2[CH:21]=[C:16]([CH:17]=[CH:18][CH:19]=2)[C:13]([OH:15])=[O:14])[CH:3]=1)=[O:12]

Participants

3

Reactant 2

HCID 27339573-Carboxyphenylboronic acidHCID 673245531314894-53-5

Product 1

HCID 67323660HCID 67323660, compoundYield 26%

Procedure

This compound was synthesized from 1-(4-bromofuran-2-yl)-2,2,2-trifluoroethanone and 3-carboxyphenylboronic acid as described in example 88 step 3 (150 mg, yield 26%) as a pale yellow solid. 1H NMR (300 MHz, DMSO-d6) δ 13.14 (br s, 1H), 8.99 (s, 1H), 8.44 (s, 1H), 8.31 (m, 1H), 8.07-8.04 (m, 1H), 7.93-7.90 (m, 1H), 7.60-7.55 (t, J=7.7 Hz, 1H). MS (ESI) m/z: Calculated for C13H7F3O4: 284.03. found: 282.9 (M−H)−.

Sources & evidence

ORD record
ord-91abd71e14c34a9fa16b3d2dbc4dd462
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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