N-(piperidin-3-yl)-2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetamide → Methyl 3-[3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetylamino]piperidin-1-yl]benzoate

HRID 602151Notes

Reaction equation

HRID 602151 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([NH:7][C:8](=[O:23])[CH2:9][C:10]2[S:14][C:13]([C:15]3[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=3)=[N:12][C:11]=2[CH3:22])[CH2:2]1.[CH3:24][O:25][C:26]([C:28]1[CH:29]=[C:30](OB(O)O)[CH:31]=[CH:32][CH:33]=1)=[O:27]>>[Cl:21][C:18]1[CH:17]=[CH:16][C:15]([C:13]2[S:14][C:10]([CH2:9][C:8]([NH:7][CH:3]3[CH2:4][CH2:5][CH2:6][N:1]([C:32]4[CH:33]=[C:28]([CH:29]=[CH:30][CH:31]=4)[C:26]([O:25][CH3:24])=[O:27])[CH2:2]3)=[O:23])=[C:11]([CH3:22])[N:12]=2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 58992603N-(piperidin-3-yl)-2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetamideHCID 671702873-Methoxycarbonylphenylboric acid

Product 1

HCID 58992668Methyl 3-[3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetylamino]piperidin-1-yl]benzoateYield 59%

Procedure

Using N-(piperidin-3-yl)-2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetamide (200 mg, 0.572 mmol) and 3-(methoxycarbonyl)phenylboric acid (205 mg, 1.14 mmol), the same procedure was followed as in Example 2 to give 162 mg (59%) of the desired compound as a colorless powder.

Sources & evidence

ORD record
ord-6b092c620d3b4ca8baba6a2a90df1df1
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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