3-Methoxycarbonylphenylboric acid → Methyl 3-[3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidin-1-yl]benzoate

HRID 602197Notes

Reaction equation

HRID 602197 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH:14]=[CH:15][CH:16]3[CH2:21][CH2:20][CH2:19][NH:18][CH2:17]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.[CH3:22][O:23][C:24]([C:26]1[CH:27]=[C:28](OB(O)O)[CH:29]=[CH:30][CH:31]=1)=[O:25]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH:14]=[CH:15][CH:16]3[CH2:21][CH2:20][CH2:19][N:18]([C:30]4[CH:31]=[C:26]([CH:27]=[CH:28][CH:29]=4)[C:24]([O:23][CH3:22])=[O:25])[CH2:17]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 671702873-Methoxycarbonylphenylboric acidHCID 672670783-[2-[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidine

Product 1

HCID 67267835Methyl 3-[3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidin-1-yl]benzoateYield 36%

Procedure

Using 3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]ethenyl]piperidine (153 mg, 0.480 mmol) and 3-(methoxycarbonyl)phenylboric acid (173 mg, 0.960 mmol), the same procedure was followed as in Example 2 to give 77.7 mg (36%) of the desired compound as a yellow powder.

Sources & evidence

ORD record
ord-eb5f265c286747b59d152ed2e6dbc825
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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