Isobutyl pyruvate → N-(2-methylquinolin-6-yl)alanine Iso-butyl Ester

HRID 987766Notes

Reaction equation

HRID 987766 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2.[C:13]([O:18][CH2:19][CH:20]([CH3:22])[CH3:21])(=[O:17])[C:14]([CH3:16])=O>>[CH2:19]([O:18][C:13](=[O:17])[C@H:14]([CH3:16])[NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2)[CH:20]([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 83084Isobutyl pyruvateHCID 1031482-Methylquinolin-6-amine

Product 1

HCID 54119157N-(2-methylquinolin-6-yl)alanine Iso-butyl Ester

Procedure

Following General Procedure AA above and using 6-amino-2-methylquinoline (Lancaster) and iso-butyl pyruvate (prepared by following General Procedure AO above), the title compound was prepared. The reaction was monitored by silica gel tlc (Rf=0.44 in 50% EtOAc/hexanes). Purification was by flash chromatography (silica gel using 50% EtOAc/hexanes as the eluant).

Workup

  1. customPurification

Sources & evidence

ORD record
ord-f2498d0f6ac9475fb7f75e68a5baf0cb
Source dataset
uspto-grants-2003_10
Patent number
US06632811B2

Reaction notes

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