4-Formylphenylboronic Acid → HCID 57824454, compound

HRID 1424725Notes

Reaction equation

HRID 1424725 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][CH:9]=2)[N:5]=[CH:4][N:3]=1.[CH:19]([C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1)=[O:20]>[Pd]>[F:16][C:15]([F:18])([F:17])[O:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[N:5]=[CH:4][N:3]=[C:2]([C:24]3[CH:25]=[CH:26][C:21]([CH:19]=[O:20])=[CH:22][CH:23]=3)[CH:7]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 5910734-Formylphenylboronic AcidHCID 24902132HCID 24902132, compound

Product 1

HCID 57824454HCID 57824454, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The compound was prepared by palladium-catalyzed arylation of the product of step 1 with 4-formylphenyl boronic acid: 1H NMR (400 MHz, CDCl3) δ 10.15 (s, 1H), 9.38 (d, J=0.9 Hz, 1H), 8.33 (d, J=8.4 Hz, 2H), 8.23 (d, J=8.5 Hz, 2H), 8.16 (d, J=0.8 Hz, 1H), 8.08 (d, J=8.8 Hz, 2H), 7.40 (d, J=8.1 Hz, 2H); EIMS m/z 344 (M+).

Sources & evidence

ORD record
ord-55c58c2d183848d09d48eb1cf671f576
Source dataset
uspto-grants-2015_01
Patent number
US08927729B2

Reaction notes

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