Sodium → HCID 21255184, compound

HRID 636565Notes

Reaction equation

HRID 636565 reaction equation
[Na].[C:2]([N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH:11]1[C:16](O)=O)(=O)[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.Br[C:20](C)(C=C)[C:21]([O-])=O.ClCCl.[C:30]([O:33][CH2:34]C)(=[O:32])C>>[CH3:20][C:21]1[C:16]([C:30]([O:33][CH3:34])=[O:32])=[C:11]2[N:10]([C:2]=1[C:3]1[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=1)[CH2:15][CH2:14][CH2:13][CH2:12]2

Participants

5

Reactant 4

HCID 5360545SodiumHCID 162282641-(Pyridine-3-carbonyl)piperidine-2-carboxylic acidHCID 21226138Dichloromethane ethylacetateHCID 86756454HCID 86756454, compound

Product 1

HCID 21255184HCID 21255184, compound

Procedure

Methyl 2-methyl-3-(3-pyridyl)-5,6,7,8-tetrahydroindolizine-1-carboxylate is prepared as in Example 1, from 2.56 g of the sodium salt of N-nicotinoylpiperidine-2-carboxylic acid and 7.16 g of 2-bromo-2-methylbutenoate. 1.2 g of methyl 2-methyl-3-(3-pyridyl)-5,6,7,8-tetrahydroindolizine-1-carboxylate are thus obtained in the form of an orange oil (Rf=0.25; thin layer chromatography on silica gel; eluent: 8/2 dichloromethane/ethyl acetate).

Sources & evidence

ORD record
ord-35f01fa43cc04a409798ab1de8dea170
Source dataset
uspto-grants-2001_02
Patent number
US06194426B1

Reaction notes

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