Acetonitrile → HCID 45257057, compound

HRID 2065600Notes

Reaction equation

HRID 2065600 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.[NH2:16][C@@H:17]([C:28]([OH:30])=[O:29])[CH2:18][C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1.CC#N>O>[C:28]([C@H:17]([NH:16][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)[CH2:18][C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[NH:21][CH:20]=1)([OH:30])=[O:29]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 9060D-TryptophanHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45257057HCID 45257057, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with D-tryptophan to provide the title compound in 17% yield as yellow needles (flash chromatography on SiO2, eluent MeCN, H2O, AcOH—20, 1, 0.3).

Sources & evidence

ORD record
ord-c46bc26e937e4c988873f4ebfe00c803
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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