2-Chloro-4-methoxybenzeneboronic acid → 5-(2-Chloro-4-methoxy-phenyl)-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide

HRID 1174999Notes

Reaction equation

HRID 1174999 reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([CH3:25])[C:6]1[S:7][C:8]2[CH:14]=[C:13]([NH:15][C:16]([C:18]3[CH:23]=[N:22][C:21](Cl)=[CH:20][N:19]=3)=[O:17])[CH:12]=[CH:11][C:9]=2[N:10]=1.[Cl:27][C:28]1[CH:33]=[C:32]([O:34][CH3:35])[CH:31]=[CH:30][C:29]=1B(O)O>>[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]([CH3:25])[C:6]1[S:7][C:8]2[CH:14]=[C:13]([NH:15][C:16]([C:18]3[CH:23]=[N:22][C:21]([C:29]4[CH:30]=[CH:31][C:32]([O:34][CH3:35])=[CH:33][C:28]=4[Cl:27])=[CH:20][N:19]=3)=[O:17])[CH:12]=[CH:11][C:9]=2[N:10]=1

Participants

3

Reactant 2

HCID 27733302-Chloro-4-methoxybenzeneboronic acidHCID 57771726HCID 57771726, compound

Product 1

HCID 577718065-(2-Chloro-4-methoxy-phenyl)-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide

Procedure

The title compound is prepared by following a procedure analogous to Example 113, Step 1, using 5-chloro-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide (0.10 g, 0.26 mmol) and 2-chloro-4-methoxy-phenyl boronic acid (0.057 g, 0.31 mmol) to afford 0.062 g (48%). LC/MS, Retention time=4.89 nm in; (m/z): calcd for C24H25ClN6O2S: 497.0; found: 499.0.

Workup

  1. customto afford 0.062 g (48%)

Sources & evidence

ORD record
ord-d9dab2eadd7c4c4da553bc703bee4a37
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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