3-Benzamidoalanine → 2-(2-Benzoylamino-1-carboxy-ethylamino)-6-chloro-quinoline-3-carboxylic acid

HRID 2065662Notes

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][NH:22][C:23](=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:18]([OH:20])=[O:19]>>[C:23]([NH:22][CH2:21][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)[C:18]([OH:20])=[O:19])(=[O:30])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

Reactant 2

HCID 142333163-Benzamidoalanine

HCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 452561622-(2-Benzoylamino-1-carboxy-ethylamino)-6-chloro-quinoline-3-carboxylic acid

Procedure

In close analogy to the procedure described in Example 32, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 2-amino-3-benzoylamino-propionic acid to provide the title compound in good yield.

Sources & evidence

ORD record: ord-9662d8d2956748eda3ed48437102a65c
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

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