3,4-Dichlorobenzeneboronic acid → HCID 21921686, compound

HRID 1245085Notes

Reaction equation

HRID 1245085 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:28])[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([OH:27])[CH:19]=3)=[CH:13][CH:12]=2)=[N:6][CH:7]=1.[Cl:29][C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][C:35]=1[Cl:36]>>[Cl:29][C:30]1[CH:31]=[C:32]([C:2]2[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:28])[CH2:10][C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[C:20]([OH:27])[CH:19]=4)=[CH:13][CH:12]=3)=[N:6][CH:7]=2)[CH:33]=[CH:34][C:35]=1[Cl:36]

Participants

3

Reactant 2

HCID 27343303,4-Dichlorobenzeneboronic acidHCID 21921219HCID 21921219, compound

Product 1

HCID 21921686HCID 21921686, compoundYield 49%

Procedure

The resin-bound N-(5-bromo-pyridin-2-yl)-2-[4-(3-hydroxy-4-nitro-phenoxy)-phenyl]-acetamide (120 mg, 0.1 mmol) was reacted with 3,4-dichloro-phenyl boronic acid (57 mg, 0.3 mmol) as described in example 208 to afford 25 mg (45%) of the title compound. LC/MS (m/z): 510 (M+1)+.

Sources & evidence

ORD record
ord-e5150d5928a04f8391a0ca2fd76a68f5
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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