Ethyl Acetate → HCID 18956531, compound

HRID 1591325Notes

Reaction equation

HRID 1591325 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([CH:12]([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH3:13])[CH2:11][O:10]1.[NH:20]1[CH:24]=[N:23][CH:22]=[N:21]1.[Na].C(OCC)(=O)C>CN(C)C=O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:10])([CH:12]([C:14]1[N:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[CH3:13])[CH2:11][N:20]1[CH:24]=[N:23][CH:22]=[N:21]1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 92571H-1,2,4-TriazoleHCID 5360545SodiumHCID 18956528HCID 18956528, compound

Product 1

HCID 18956531HCID 18956531, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Treatment of the product of part (iii) (0.80 g) with 1H-1,2,4-triazole, sodium salt (0.82 g) in N,N-dimethylformamide according to the method of Example 12(iv), followed by chromatography of the crude product on silica gel using ethyl acetate as eluant, first gave, after combination and evaporation of appropriate fractions, the title compound, diastereoisomeric pair A, (0.26 g), m.p. 193°-195° (from dichloromethane/ether).

Workup

  1. customfirst gave
  2. customafter combination and evaporation of appropriate fractions

Sources & evidence

ORD record
ord-e6164a9aa5c147fc9b3fc7b25c9f7f7c
Source dataset
uspto-grants-1993_04
Patent number
US05206364

Reaction notes

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