4-Iodoanisole → (2-Amino-6-chloro-pyridin-3-yl)-(4-methoxy-phenyl)-methanone

HRID 30132

Reaction equation

HRID 30132 reaction equation
[NH2:1][C:2]1[N:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:3]=1[C:4](N(OC)C)=[O:5].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([Li])=[CH:19][CH:18]=1.IC1C=CC(OC)=CC=1>>[NH2:1][C:2]1[C:3]([C:4]([C:20]2[CH:21]=[CH:22][C:17]([O:16][CH3:15])=[CH:18][CH:19]=2)=[O:5])=[CH:10][CH:11]=[C:12]([Cl:14])[N:13]=1

Participants

4

Reactant 3

HCID 696764-IodoanisoleHCID 585908242-Amino-6-chloro-N-methoxy-N-methyl-nicotinamideHCID 178506735HCID 178506735, compound

Product 1

HCID 58590836(2-Amino-6-chloro-pyridin-3-yl)-(4-methoxy-phenyl)-methanone

Procedure

The title compound was prepared from 2-Amino-6-chloro-N-methoxy-N-methyl-nicotinamide (Example 3) and 4-methoxyphenyllithium freshly prepared from 4-iodoanisole (Aldrich) using the procedure described in Example 7. HRMS, observed: 262.0512, Calcd for M+: 262.0509.

Sources & evidence

ORD record
ord-176c6c62ac88485a97538c505ba1b9d6
Source dataset
uspto-grants-2008_09
Patent number
US07423051B2

Linked notes

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