Chloride → HCID 45115680, compound

HRID 1586535Notes

Reaction equation

HRID 1586535 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8].[Cl-]>CO>[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][C@H:2]1[C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]

Participants

4

Reactant 2

HCID 312ChlorideHCID 212170731,1-Dimethylethyl 2-pyrazinecarboxylate

Product 1

HCID 45115680HCID 45115680, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Analogously to Example 4, 0.52 g (2.85 mmol) of tert-butyl pyrazinecarboxylate (prepared according to Example 2), 25.3 mg (54 μmol) of bicyclo[2.2.1 ]hepta-2,5-dienerhodium(I) chloride dimer and 61.5 mg (113.3 μmol) of 1-[1(R)-(di-tert-butylphosphino)ethyl]-2(S)- (diphenylphosphino)ferrocene were hydrogenated for 20 hours in 10 ml of methanol at 70° C. and 50 bar. A conversion of 67 percent was determined by NMR. The ee value was determined by hydrolyzing the ester (see Example 8).

Sources & evidence

ORD record
ord-e9db4f1f2d1d4136be49c4beea417404
Source dataset
uspto-grants-1999_08
Patent number
US05945534

Reaction notes

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