D-Phenylalanine → HCID 45254946, compound

HRID 2065631Notes

Reaction equation

C([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9]2[C:14]([CH:15]=1)=[CH:13][C:12]([Br:16])=[CH:11][CH:10]=2)=[O:5])C.[NH2:18][C@@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[Br:16][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:18][C@@H:19]([C:27]([OH:29])=[O:28])[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:6]([C:4]([OH:3])=[O:5])=[CH:15]2

Participants

Reactant 2

HCID 71567D-Phenylalanine

HCID 86656380HCID 86656380, compound

Product 1

HCID 45254946HCID 45254946, compound

Procedure

In close analogy to the procedure described in Example 32, 6-bromo-2-chloroquinoline-3-carboxylic acid ethyl ester is reacted with D-phenylalanine to provide the title compound in good yield.

Sources & evidence

ORD record: ord-a960211b1a9e403cbb2a267e4c15fe86
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

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