Benzoic acid, 2-fluoro-, methyl ester → Methyl 2-[3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]carbonylaminomethyl]perhydroazepin-1-yl]benzoate

HRID 602148Notes

Reaction equation

HRID 602148 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([CH2:8][NH:9][C:10]([C:12]2[S:16][C:15]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)=[N:14][C:13]=2[CH3:24])=[O:11])[CH2:2]1.F[C:26]1[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=1[C:28]([O:30][CH3:31])=[O:29]>>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([C:15]2[S:16][C:12]([C:10]([NH:9][CH2:8][CH:3]3[CH2:4][CH2:5][CH2:6][CH2:7][N:1]([C:26]4[CH:35]=[CH:34][CH:33]=[CH:32][C:27]=4[C:28]([O:30][CH3:31])=[O:29])[CH2:2]3)=[O:11])=[C:13]([CH3:24])[N:14]=2)=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 67854Benzoic acid, 2-fluoro-, methyl esterHCID 58992626N-(perhydroazepin-3-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide

Product 1

HCID 58992602Methyl 2-[3-[[2-(4-chlorophenyl)-4-methylthiazol-5-yl]carbonylaminomethyl]perhydroazepin-1-yl]benzoateYield 19.2%

Procedure

Using N-(perhydroazepin-3-yl methyl)-2-(4-chlorophenyl)-4-methylthiazole-5-carboxamide (200 mg, 0.550 mmol) and methyl 2-fluorobenzoate (0.140 mL, 1.10 mmol), the same procedure was followed as in Step 9c of Example 9 to give 52.7 mg (19%) of the desired compound as a colorless oil.

Sources & evidence

ORD record
ord-c63a088293264f68af195dd1a322a202
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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