HCID 86720517, compound → HCID 67511585, compound

HRID 1054090Notes

Reaction equation

HRID 1054090 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.[CH:14]([Mg]Cl)([CH3:16])[CH3:15]>>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:7]=[CH:8][C:9]([CH:10]([OH:11])[CH:14]([CH3:16])[CH3:15])=[CH:12][CH:13]=2)=[CH:2]1

Participants

3

Reactant 2

HCID 86720517HCID 86720517, compoundHCID 178418918HCID 178418918, compound

Product 1

HCID 67511585HCID 67511585, compound

Procedure

Synthesized using compound 47b (160 mg, 0.92 mmol) and isopropylmagnesium chloride (0.92 mL, 1.85 mmol, 2 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. Yellow solid. Yield: 53 mg, 27%. MS (ESI): m/z=218.30 [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-d8c241ce52694a4db1192ccf66a144e6
Source dataset
uspto-grants-2016_07
Patent number
US09394290B2

Reaction notes

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