(4-Methoxyphenyl)boronic acid → 4'-Methoxy-biphenyl-4-carboxylic Acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide

HRID 1174988Notes

Reaction equation

HRID 1174988 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](=[O:24])[C:17]3[CH:22]=[CH:21][C:20](I)=[CH:19][CH:18]=3)[CH:12]=[CH:11][C:9]=2[N:10]=1.[CH3:27][O:28][C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1>>[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:17]3[CH:22]=[CH:21][C:20]([C:32]4[CH:33]=[CH:34][C:29]([O:28][CH3:27])=[CH:30][CH:31]=4)=[CH:19][CH:18]=3)=[O:24])[CH:12]=[CH:11][C:9]=2[N:10]=1

Participants

3

Reactant 2

HCID 201262(4-Methoxyphenyl)boronic acidHCID 57771748N-{2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-4-iodo-benzamide

Product 1

HCID 577718034'-Methoxy-biphenyl-4-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 N-{2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-4-iodo-benzamide (0.15 g, 0.31 mmol) and 4-methoxyphenyl boronic acid (0.057 g, 0.38 mmol) to give 0.025 g (16%). LC/MS, Retention time=4.45 min; (m/z): calcd for C26H28N4O2S (M+H)+: 461.6; found: 461.0.

Workup

  1. customto give 0.025 g (16%)

Sources & evidence

ORD record
ord-a4418a578989454180418e2c00043934
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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