2,6-Pyridinedicarboxylic acid → HCID 54082754, compound

HRID 1385754Notes

Reaction equation

HRID 1385754 reaction equation
Cl.[CH2:2]([O:9][C:10](=[O:16])[C@H:11]1[CH2:15][CH2:14][CH2:13][NH:12]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[N:17]1[C:22]([C:23]([OH:25])=O)=[CH:21][CH:20]=[CH:19][C:18]=1[C:26]([OH:28])=O>CCOC(C)=O>[CH2:2]([O:9][C:10]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:23]([C:22]1[CH:21]=[CH:20][CH:19]=[C:18]([C:26]([N:12]2[CH2:13][CH2:14][CH2:15][C@@H:11]2[C:10]([O:9][CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)=[O:16])=[O:28])[N:17]=1)=[O:25])=[O:16])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 103672,6-Pyridinedicarboxylic acidHCID 22827650benzyl (2R)-pyrrolidine-2-carboxylate hydrochloride

Product 1

HCID 54082754HCID 54082754, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Using General Procedure A with 5.8 g (24.0 mmol) D-Proline benzyl ester hydrochloride and 2.0 g (12.0 mmol) pyridine-2,6-dicarboxylic acid afforded, after flash chromatography (EtOAc), 5.0 g (77%) of the title compound as a yellow oil. MS m/e (%): 559 (M+NH4+, 60), 542 (M+H+, 100).

Workup

  1. customafforded

Sources & evidence

ORD record
ord-1cefa15633274618bdc6d5edb0d4d10e
Source dataset
uspto-grants-2001_07
Patent number
US06262089B1

Reaction notes

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