2,6-Dichloroquinoline-3-carboxylic acid → HCID 67358599, compound

HRID 2065676Notes

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]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]2[C:38]3[C:33](=[CH:34][C:35]([Cl:39])=[CH:36][CH:37]=3)[N:32]=[CH:31][CH:30]=2)=[CH:24][CH:23]=1)[C:18]([OH:20])=[O:19]>>[C:18]([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)[CH2:21][C:22]1[CH:23]=[CH:24][C:25]([NH:28][C:29]2[C:38]3[C:33](=[CH:34][C:35]([Cl:39])=[CH:36][CH:37]=3)[N:32]=[CH:31][CH:30]=2)=[CH:26][CH:27]=1)([OH:20])=[O:19]

Participants

Reactant 2

HCID 242660682,6-Dichloroquinoline-3-carboxylic acid

HCID 67359465HCID 67359465, compound

Product 1

HCID 67358599HCID 67358599, compound

Procedure

In close analogy to the procedure described in Example 104b, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 2-amino-3-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-propionic acid (prepared by reaction of 2-amino-3-(4-aminophenyl)-propionic acid with 4,7-dichloro-quinoline as in Example 104a) to provide the title compound in good yield.

Sources & evidence

ORD record: ord-7063934169a94ed3b4054714cab2f927
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

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