L-Tyrosine → HCID 45256878, compound

HRID 2065597Notes

Reaction equation

HRID 2065597 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:26]([OH:28])=[O:27])[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1.[CH:29]([Cl:32])(Cl)Cl>CO>[C:26]([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:29]([Cl:32])[CH:8]=2)[N:3]=1)[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([O:25][C:2]2[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[C:7]([Cl:15])[CH:8]=3)[N:3]=2)=[CH:23][CH:24]=1)([OH:28])=[O:27]

Participants

5

Reactant 3

HCID 6057L-TyrosineHCID 6212ChloroformHCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45256878HCID 45256878, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with L-tyrosine to provide the title compound in 13% yield as yellow needles (flash chromatography on SiO2, eluent CHCl3, MeOH, AcOH—10, 1, 0.2).

Sources & evidence

ORD record
ord-f74c0bf96b334c24b7684c55d133f272
Source dataset
uspto-grants-2012_10
Patent number
US08288549B2

Reaction notes

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