HCID 86720517, compound → HCID 67511306, compound

HRID 1054088Notes

Reaction equation

HRID 1054088 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][N:7]=2)=[CH:2]1.[CH2:14]([Mg]Br)[CH3:15]>>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:7]=[CH:8][C:9]([CH:10]([OH:11])[CH2:14][CH3:15])=[CH:12][CH:13]=2)=[CH:2]1

Participants

3

Reactant 2

HCID 86720517HCID 86720517, compoundHCID 178418443HCID 178418443, compound

Product 1

HCID 67511306HCID 67511306, compound

Procedure

Synthesized using compound 47b (194 mg, 1.12 mmol) and ethylmagnesium bromide (2.24 mL, 2.24 mmol, 1 M in THF) according to Method D. Crude product was purified by flash chromatography on silica-gel using a mixture of hexane/ethyl acetate (3:1) as eluent. Product was used directly in the next step without further characterization. White solid. Yield: 73 mg, 32%. MS (ESI): m/z=204.30 [M+H]+.

Workup

  1. customSynthesized
  2. customCrude product was purified by flash chromatography on silica-gel
  3. additiona mixture of hexane/ethyl acetate (3:1) as eluent

Sources & evidence

ORD record
ord-0201da253eb14cda9f2f683e4d5d05f9
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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