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

HRID 1293213Notes

Reaction equation

HRID 1293213 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].[Br-].[C:14]([C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH2:19][Zn+])#[N:15]>>[Cl:12][C:9]1[CH:10]=[N:11][C:2]([CH2:19][C:18]2[CH:21]=[CH:22][CH:23]=[C:16]([C:14]#[N:15])[CH:17]=2)=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 2764318Methyl 2,5-DichloronicotinateHCID 178509756HCID 178509756, compound

Product 1

HCID 57572315Methyl 5-chloro-2-(3-cyanobenzyl)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-cyanobenzylzinc bromide: 1H-NMR (CDCl3) δ 8.66 (1H, d, J=2.5 Hz), 8.23 (1H, d, J=2.5 Hz), 7.58–7.34 (4H, m), 4.57 (2H, s), 3.91 (3H, s).

Sources & evidence

ORD record
ord-4cc779f27e45411f824ebe4e756bdac8
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

Loading…