6-Fluorotryptophan → HCID 45254558, compound

HRID 2065618Notes

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.[F:16][C:17]1[CH:18]=[C:19]2[C:29](=[CH:30][CH:31]=1)[C:22]([CH2:23][CH:24]([C:26]([OH:28])=[O:27])[NH2:25])=[CH:21][NH:20]2>>[C:26]([CH:24]([NH:25][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)[CH2:23][C:22]1[C:29]2[C:19](=[CH:18][C:17]([F:16])=[CH:31][CH:30]=2)[NH:20][CH:21]=1)([OH:28])=[O:27]

Participants

Reactant 2

HCID 949376-Fluorotryptophan

HCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45254558HCID 45254558, compoundYield 42%

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 6-fluoro-DL-tryptophan to provide the title compound in 42% yield as yellow needles (recrystallization from MeOH).

Sources & evidence

ORD record: ord-3fd22123d90946b0b9b4a19131c6273e
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

Loading…