3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidine → Methyl 3-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzoate

HRID 602144Notes

Reaction equation

HRID 602144 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][NH:19][CH2:18]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1.[CH3:23][O:24][C:25]([C:27]1[CH:28]=[C:29](OB(O)O)[CH:30]=[CH:31][CH:32]=1)=[O:26]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]([CH2:14][O:15][CH2:16][CH:17]3[CH2:22][CH2:21][CH2:20][N:19]([C:31]4[CH:32]=[C:27]([CH:28]=[CH:29][CH:30]=4)[C:25]([O:24][CH3:23])=[O:26])[CH2:18]3)=[C:11]([CH3:13])[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 575722153-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidineHCID 671702873-Methoxycarbonylphenylboric acid

Product 1

HCID 58992679Methyl 3-[3-[[2-(4-Chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidin-1-yl]benzoateYield 79.4%

Procedure

Using 3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]methoxymethyl]piperidine (62.2 mg, 0.185 mmol) and 3-(methoxycarbonyl)phenylboric acid (66.6 mg, 0.370 mmol), the same procedure was followed as in Example 2 to obtain 69.2 mg (79%) of the desired compound as a colorless oil.

Sources & evidence

ORD record
ord-f0c75d01800343d398242ac8c7ec85bc
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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