HCID 19710668, compound → HCID 9802887, compound

HRID 726185Notes

Reaction equation

HRID 726185 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:10]1[C:15]([C:16]([O:18][CH2:19][CH2:20][O:21][CH3:22])=[O:17])=[C:14]([CH3:23])[N:13]=[C:12]([CH3:24])[C:11]=1[C:25]([O:27][CH:28]([CH3:30])[CH3:29])=[O:26]>CO>[Cl:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:10]1[C:15]([C:16]([O:18][CH2:19][CH2:20][O:21][CH3:22])=[O:17])=[C:14]([CH3:23])[NH:13][C:12]([CH3:24])=[C:11]1[C:25]([O:27][CH:28]([CH3:30])[CH3:29])=[O:26]

Participants

3

Reactant 1

HCID 19710668HCID 19710668, compound

Product 1

HCID 9802887HCID 9802887, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure as described for Example 17 is followed. Starting from 120 mg of (-)-isopropyl 2-methoxyethyl 4-(2-chloro-3-cyanophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate (atropisomer ratio in the elution sequence from chiral HPLC 98: 2; [α]20 D =7.2 (c=0.9, MeOH)), after electrolysis at 10-40 mA, 80 mg (67% of theory) of isopropyl 2-methoxyethyl 4-(2-chloro-3-cyanophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate are obtained in the enantiomer ratio 61.3:38.7.

Sources & evidence

ORD record
ord-9bf97802ca0f4ef2b1420d16d223d0dd
Source dataset
uspto-grants-1998_01
Patent number
US05708177

Reaction notes

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