Benzoic acid, 2-fluoro-, methyl ester → Benzyl 1-[2-(methoxycarbonyl)phenyl]nipecotate

HRID 602168Notes

Reaction equation

HRID 602168 reaction equation
[NH:1]1[CH2:16][CH2:15][CH2:14][CH:3]([C:4]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH2:2]1.F[C:18]1[CH:27]=[CH:26][CH:25]=[CH:24][C:19]=1[C:20]([O:22][CH3:23])=[O:21]>>[CH3:23][O:22][C:20]([C:19]1[CH:24]=[CH:25][CH:26]=[CH:27][C:18]=1[N:1]1[CH2:16][CH2:15][CH2:14][CH:3]([C:4]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:5])[CH2:2]1)=[O:21]

Participants

3

Reactant 2

HCID 67854Benzoic acid, 2-fluoro-, methyl esterHCID 13419237Benzyl piperidine-3-carboxylate

Product 1

HCID 58992661Benzyl 1-[2-(methoxycarbonyl)phenyl]nipecotateYield 17.3%

Procedure

Using benzyl nipecotate (5.90 g, 26.9 mmol) and methyl 2-fluorobenzoate (3.70 mL, 29.0 mmol), the same procedure was followed as in Step 1c of Example 1 to give 1.64 g (17%) of the desired compound as a colorless oil.

Sources & evidence

ORD record
ord-c845ae67d8494a35af623cc8496dbc01
Source dataset
uspto-grants-2011_03
Patent number
US07902367B2

Reaction notes

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