2,6-Dichloroquinoline-3-carboxylic acid → HCID 45256703, compound

HRID 2065675Notes

Reaction equation

HRID 2065675 reaction equation
Cl[C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[NH2:16][CH:17]([C:35]([OH:37])=[O:36])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26]2[C:31]([C:32]([OH:34])=[O:33])=[CH:30][CH:29]=[CH:28][N:27]=2)=[CH:21][CH:20]=1>>[C:35]([CH:17]([NH:16][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=2)[N:3]=1)[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([NH:25][C:26]2[C:31]([C:32]([OH:34])=[O:33])=[CH:30][CH:29]=[CH:28][N:27]=2)=[CH:23][CH:24]=1)([OH:37])=[O:36]

Participants

3

Reactant 2

HCID 242660682,6-Dichloroquinoline-3-carboxylic acidHCID 67359753HCID 67359753, compound

Product 1

HCID 45256703HCID 45256703, compound

Procedure

In close analogy to the procedure described in Example 104b, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 2-{[4-(2-amino-2-carboxyethyl)phenyl]amino}pyridine-3-carboxylic acid (prepared by reaction of 2-amino-3-(4-aminophenyl)-propionic acid with 2-chloronicotinic acid as in Example 104a) to provide the title compound in good yield.

Sources & evidence

ORD record
ord-2d459e41e94649a89ba56a7102083df7
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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