Methyl 2,5-Dichloronicotinate → Methyl 5-chloro-2-(3-fluorobenzyl)nicotinate

HRID 1293207Notes

Reaction equation

HRID 1293207 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl-].[F:14][C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH2:18][Zn+]>>[Cl:12][C:9]1[CH:10]=[N:11][C:2]([CH2:18][C:17]2[CH:20]=[CH:21][CH:22]=[C:15]([F:14])[CH:16]=2)=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 178505699HCID 178505699, compound

Product 1

HCID 57572300Methyl 5-chloro-2-(3-fluorobenzyl)nicotinate

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 58 from methyl 2,5-dichloronicotinate and 3-fluorobenzylzinc chloride: 1H-NMR (CDCl3) δ 8.65 (1H, d, J=2.4 Hz), 8.19 (1H, d, J=2.6 Hz), 7.26–6.84 (4H, m), 4.54 (2H, s), 3.89 (3H, s).

Sources & evidence

ORD record
ord-0da2c747914848cfa1650e49cdae876a
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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