N-(morpholin-2-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide → Methyl 3-[2-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]carbonylaminomethyl]morpholin-4-yl]benzoate

HRID 602198Notes

Reaction equation

HRID 602198 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[N:13][C:12]=2[CH3:23])=[O:10])[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:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]2[S:15][C:11]([C:9]([NH:8][CH2:7][CH:3]3[O: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:10])=[C:12]([CH3:23])[N:13]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 58992645N-(morpholin-2-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamideHCID 671702873-Methoxycarbonylphenylboric acid

Product 1

HCID 58992711Methyl 3-[2-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]carbonylaminomethyl]morpholin-4-yl]benzoateYield 62%

Procedure

Using N-(morpholin-2-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide (120 mg, 0.341 mmol) and 3-(methoxycarbonyl)phenylboric acid (123 mg, 0.682 mmol), the same procedure was followed as in Example 2 to give 102 mg (62%) of the desired compound as a colorless powder.

Sources & evidence

ORD record
ord-aedcc9a4aedd4e019cd54fed11063ed3
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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