HCID 58992652, compound → Methyl 3-[3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]carbonylaminomethyl]pyrrolidin-1-yl]benzoate

HRID 602147Notes

Reaction equation

HRID 602147 reaction equation
[NH:1]1[CH2:5][CH2:4][CH:3]([CH2:6][NH:7][C:8]([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])=[O:9])[CH2:2]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:21][C:18]1[CH:17]=[CH:16][C:15]([C:13]2[S:14][C:10]([C:8]([NH:7][CH2:6][CH:3]3[CH2:4][CH2:5][N:1]([C:31]4[CH:32]=[C:27]([CH:28]=[CH:29][CH:30]=4)[C:25]([O:24][CH3:23])=[O:26])[CH2:2]3)=[O:9])=[C:11]([CH3:22])[N:12]=2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 58992652HCID 58992652, compoundHCID 671702873-Methoxycarbonylphenylboric acid

Product 1

HCID 58992613Methyl 3-[3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]carbonylaminomethyl]pyrrolidin-1-yl]benzoateYield 31.4%

Procedure

Using N-(pyrrolidin-3-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide (168 mg, 0.500 mmol) and 3-(methoxycarbonyl)phenylboric acid (180 mg, 1.00 mmol), the same procedure was followed as in Example 2 to give 73.7 mg (31%) of the desired compound as a colorless powder.

Sources & evidence

ORD record
ord-3213c7ce799947848460d27d5b0d9548
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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