3-Aminotyrosine → HCID 45254947, compound

HRID 2065632Notes

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

Participants

Reactant 2

HCID 1604503-Aminotyrosine

HCID 242660682,6-Dichloroquinoline-3-carboxylic acid

Product 1

HCID 45254947HCID 45254947, compound

Procedure

In close analogy to the procedure described in Example 1, 2,6-dichloroquinoline-3-carboxylic acid is reacted with 3-amino-4-hydroxy-L-phenylalanine and crude product is separated by flash chromatography on SiO2 to provide the title compound in good yield.

Workup

customis separated by flash chromatography on SiO2

Sources & evidence

ORD record: ord-66a35d4d2e07439faffb0ec9e84f7486
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288549B2

Reaction notes

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