Benzenemethanamine, 3,4-dichloro- → 5(3,4-Dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acid methyl-ester

HRID 1977359Notes

Reaction equation

HRID 1977359 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:31]=[CH:32][C:33]=1[Cl:34])[CH2:5][NH:6][C:7]([C:9]1[CH:10]=[CH:11][C:12]([C:15](NC[C@@H]2C[C@H](S)CN2C(OCC=C)=O)=[O:16])=[N:13][CH:14]=1)=[O:8].[CH3:35][O:36]C(C1C=CC(C(Cl)=O)=CN=1)=O.ClC1C=C(C=CC=1Cl)CN.C(OC(C1SC(C(=O)NCC2C=CC(Cl)=C(Cl)C=2)=CC=1)=O)C>>[CH3:35][O:36][C:15]([C:12]1[CH:11]=[CH:10][C:9]([C:7](=[O:8])[NH:6][CH2:5][C:4]2[CH:31]=[CH:32][C:33]([Cl:34])=[C:2]([Cl:1])[CH:3]=2)=[CH:14][N:13]=1)=[O:16]

Participants

5

Reactant 4

HCID 1608Benzenemethanamine, 3,4-dichloro-HCID 151211775-Chlorocarbonyl-pyridine-2-carboxylic acid methyl esterHCID 229861535-(3,4-Dichlorobenzyl-carbamoyl)-thiophene-2-carboxylic acid ethyl esterHCID 573049125-[N-(3,4-dichlorobenzyl)carbamoyl]-N-((2S,4S)-1-allyloxycarbonyl-4-sulfanylpyrrolidin-2-yl-methyl)pyridine-2-carboxamide

Product 1

HCID 229861925(3,4-Dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acid methyl-esterYield 61%

Procedure

Starting material (13(e)) was prepared as follows, 5-chlorocarbonyl-pyridine-2-carboxylic acid methyl ester was reacted with 3,4-dichlorobenzylamine analogously with preparation of compound (12(a)) in Example 12 to obtain 5(3,4-dichlorobenzylcarbamoyl)-pyridine-2-carboxylic acid methyl-ester (13(a)) as a cream solid (61%).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-6b1eb8a3dac4419e86d66f58bdd7d168
Source dataset
uspto-grants-2001_05
Patent number
US06232338B1

Reaction notes

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