DL-alanine → HCID 45254377, compound

HRID 2065614Notes

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.[CH3:16][CH:17]([NH2:21])[C:18]([OH:20])=[O:19]>>[C:18]([CH:17]([NH:21][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)[CH3:16])([OH:20])=[O:19]

Participants

Reactant 2

HCID 602DL-alanine

HCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45254377HCID 45254377, compoundYield 14%

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with DL-2-aminopropionic acid to provide the title compound in 14% yield as yellow needles (flash chromatography on SiO2, eluent CHCl3, MeOH, AcOH—10, 1, 0.2 and recrystallization from DMF/water).

Sources & evidence

ORD record: ord-96ba688f52684e0aa09f6273fbff00f6
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

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