(2,4-Dichlorophenyl)boronic acid → HCID 59218654, compound

HRID 2246897Notes

Reaction equation

HRID 2246897 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1B(O)O.Cl[C:13]1[C:18]([C:19]#[N:20])=[C:17]([NH:21][CH3:22])[C:16]([N+:23]([O-])=O)=[CH:15][CH:14]=1>>[NH2:23][C:16]1[C:17]([NH:21][CH3:22])=[C:18]([C:19]#[N:20])[C:13]([C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 2734659(2,4-Dichlorophenyl)boronic acidHCID 112180896-Chloro-2-(methylamino)-3-nitrobenzonitrile

Product 1

HCID 59218654HCID 59218654, compoundYield 19%

Procedure

The title compound was prepared in 19% yield from 2,4-dichloro-phenylboronic acid and 6-chloro-2-methylamino-3-nitro-benzonitrile according to the procedure for Example 1A. 1H NMR (400 MHz, CDCl3): δ 7.49 (s, 1H), 7.24-7.31 (m, 2H), 6.89 (d, 1H, J=8.4 Hz), 6.78 (d, 1H, J=8.0 Hz), 3.67 (br s, 3H), 2.97 (s, 3H). MS (ES) [m+H] calc'd for C14H11N3Cl2, 292, 294; found 292, 294.

Sources & evidence

ORD record
ord-267a2d9fb0e948b0ad68a327aa2b743d
Source dataset
uspto-grants-2010_03
Patent number
US07687638B2

Reaction notes

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