o-Phenethylbenzoic acid → HCID 22675471, compound

HRID 1006009Notes

Reaction equation

HRID 1006009 reaction equation
NC1C=CC(C(OC)=O)=CN=1.C(C1C=CC=CC=1C(O)=O)CC1C=CC=CC=1.[CH2:29]([C:37]1[CH:54]=[CH:53][CH:52]=[CH:51][C:38]=1[CH:39]=[N:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]([O:49][CH3:50])=[O:48])=[CH:43][N:42]=1)[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C1(C)C=CC=CC=1>[CH2:29]([C:37]1[CH:54]=[CH:53][CH:52]=[CH:51][C:38]=1[CH2:39][NH:40][C:41]1[CH:46]=[CH:45][C:44]([C:47]([O:49][CH3:50])=[O:48])=[CH:43][N:42]=1)[CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

5

Reactant 3

HCID 78603o-Phenethylbenzoic acid2×HCID 737487Methyl 6-aminonicotinate2×HCID 22675502HCID 22675502, compound

Product 1

HCID 22675471HCID 22675471, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl 2-[N-(2-(phenethyl)benzyl)amino]pyridine-5-carboxylate was prepared from methyl 2-amino-5-pyridinecarboxylate and 2-phenethylbenzoic acid by a procedure similar to that described in Example 4 paragraph (G), except that the imine intermediate, methyl 2-[N-(2-(phenethyl)benzylidene)amino]-5-pyridinecarboxylate, was formed by heating methyl 2-amino-5-pyridinecarboxylate and 2-phenethylbenzoic acid in a Dean & Starke apparatus in toluene for 18 hours.

Workup

  1. customwas formed

Sources & evidence

ORD record
ord-bdddc427833144ef8dbf971c4a46f14e
Source dataset
uspto-grants-2004_09
Patent number
US06787562B2

Reaction notes

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