5-Fluorotryptophan → HCID 45254376, compound

HRID 2065613Notes

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

Participants

Reactant 2

HCID 95775-Fluorotryptophan

HCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45254376HCID 45254376, compoundYield 90%

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 5-fluoro-DL-tryptophan to provide the title compound in 90% yield as yellow needles (recrystallization from DMF/water).

Sources & evidence

ORD record: ord-99bfacef8ad247d69704961b82cfd225
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

Loading…