Nitrate → 3-Iodo-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester

HRID 705095Notes

Reaction equation

HRID 705095 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6](N)[CH:5]=1.C(I)[I:20].[N+]([O-])([O-])=O>>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]=2)[CH:7]=[C:6]([I:20])[CH:5]=1

Participants

4

Reactant 3

HCID 943NitrateHCID 6346DiiodomethaneHCID 57851018Methyl 3-amino-5-(5-methylpyridin-2-yl)benzoate

Product 1

HCID 594325793-Iodo-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester

Procedure

3-Amino-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester was treated with methylene iodide and isoamy nitrate using the procedure of step 5 of preparation 5, to afford 3-iodo-5-(5-methyl-pyridin-2-yl)-benzoic acid methyl ester, MS (M+H)=353.

Workup

  1. customthe procedure of step 5 of preparation 5

Sources & evidence

ORD record
ord-4b59d10d4e9e41a788e50f7e5099e625
Source dataset
uspto-grants-2015_11
Patent number
US09173861B2

Reaction notes

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