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

HRID 1174992Notes

Reaction equation

HRID 1174992 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.[F:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[C:30]([CH3:37])[CH:29]=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:31]4[CH:32]=[CH:33][C:28]([F:27])=[CH:29][C:30]=4[CH3:37])=[CH:19][CH:18]=3)=[O:24])[CH:12]=[CH:11][C:9]=2[N:10]=1

Participants

3

Reactant 2

HCID 2734665(4-Fluoro-2-methylphenyl)boronic acidHCID 57771748N-{2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-4-iodo-benzamide

Product 1

HCID 115544404'-Fluoro-2'-methyl-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-fluoro-2-methyl-phenyl boronic acid (0.071 g, 0.38 mmol) to afford 0.084 g (59%). LC/MS, Retention time=4.79 min; (m/z): calcd for C26H27FN4OS (M+H)+: 463.6; found: 463.0.

Workup

  1. customto afford 0.084 g (59%)

Sources & evidence

ORD record
ord-410b20ad11cd44ea8a073d00e1a05b7b
Source dataset
uspto-grants-2010_11
Patent number
US07838543B2

Reaction notes

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