Indoximod → HCID 45254182, compound

HRID 2065608Notes

Reaction equation

HRID 2065608 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][N:17]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:19]([CH2:20][C@H:21]([C:23]([OH:25])=[O:24])[NH2:22])=[CH:18]1>>[C:23]([C@H:21]([NH:22][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)[CH2:20][C:19]1[C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:17]([CH3:16])[CH:18]=1)([OH:25])=[O:24]

Participants

3

Reactant 2

HCID 405012IndoximodHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45254182HCID 45254182, compoundYield 87%

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 1-methyl-D-tryptophan to provide the title compound in 87% yield as yellow needles (recrystallization from DMF/water).

Sources & evidence

ORD record
ord-6e46a5520322443db372710b4a629a0e
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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