methyl N-(2,6-dichlorobenzoyl)-3-[2-(2,6-dichlorophenyl)-6-quinolyl]alaninate → 2-{[(2,6-Dichlorophenyl)(ethoxy)methylene]amino}-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid

HRID 1869790Notes

Reaction equation

HRID 1869790 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][CH:32]=[C:31]([Cl:35])[C:3]=1[C:4]([NH:6][CH:7]([CH2:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[C:18]([C:23]1[C:28]([Cl:29])=[CH:27][CH:26]=[CH:25][C:24]=1[Cl:30])[CH:17]=[CH:16]2)[C:8]([O:10]C)=[O:9])=[O:5].Cl[C:37]1C=CC=C(Cl)[C:38]=1C1C=CC2C(=CC=C(CC(NC([C@@H]3CCCCN3S(C3C=CC(C)=CC=3)(=O)=O)=O)C(OC)=O)C=2)N=1.ClC1C=CC=C(Cl)C=1C1C=CC2C(=CC=C(CC(NC([C@@H]3CCCCN3S(C3C=CC(C)=CC=3)(=O)=O)=O)C(O)=O)C=2)N=1>>[Cl:35][C:31]1[CH:32]=[CH:33][CH:34]=[C:2]([Cl:1])[C:3]=1[C:4](=[N:6][CH:7]([CH2:12][C:13]1[CH:14]=[C:15]2[C:20](=[CH:21][CH:22]=1)[N:19]=[C:18]([C:23]1[C:24]([Cl:30])=[CH:25][CH:26]=[CH:27][C:28]=1[Cl:29])[CH:17]=[CH:16]2)[C:8]([OH:10])=[O:9])[O:5][CH2:37][CH3:38]

Participants

4

Reactant 3

HCID 10482608methyl N-(2,6-dichlorobenzoyl)-3-[2-(2,6-dichlorophenyl)-6-quinolyl]alaninateHCID 68592952methyl 3-[2-(2,6-dichlorophenyl)-6-quinolinyl]-2-[({(2S)-1-[(4-methylphenyl)sulfonyl]piperidinyl}carbonyl)amino]propanoateHCID 685946963-[2-(2,6-dichlorophenyl)-6-quinolinyl]-2-[({(2S)-1-[(4-methylphenyl)sulfonyl]piperidinyl}carbonyl)amino]propanoic acid

Product 1

HCID 685932602-{[(2,6-Dichlorophenyl)(ethoxy)methylene]amino}-3-[2-(2,6-dichlorophenyl)-6-quinolinyl]propanoic acid

Procedure

Compound 64 is synthesized according to Chem. Pharm. Bull. (1984), 32, (11), 4466-4477 starting from compound 35 followed by basic hydrolysis, as described for the transformation of compound 46 into compound 90.

Sources & evidence

ORD record
ord-c307935d95c04d67bcda09e765ae9a9d
Source dataset
uspto-grants-2009_12
Patent number
US07638630B2

Reaction notes

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