HCID 58574731, compound → HCID 58574663, compound

HRID 1619318Notes

Reaction equation

HRID 1619318 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[N:7]3[CH2:15][C:14](=[O:16])[CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1.[CH3:18][Mg+].[Br-]>C1COCC1>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:17])[N:7]3[CH2:15][C:14]([OH:16])([CH3:18])[CH2:13][CH2:12][C:8]3=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 58574731HCID 58574731, compoundHCID 178418689HCID 178418689, compound

Product 1

HCID 58574663HCID 58574663, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 3-bromo-6H-pyrido[2,1-b]quinazoline-8,11(7H,9H)-dione (0.04 g, 1.37 mmol, 1 equiv) in dry THF was added CH3MgBr (0.27 mL, 2.74 mmol, 2 equiv) dropwise at 0° C. The resulting mixture was stirred for 4 h at 0° C. The reaction was quenched with saturated NH4Cl, extracted with EtOAc, and dried over Na2SO4. The organic extract was concentrated under reduced pressure to give the desired product. MS (ESI): 309, 311 (MH+).

Workup

  1. customThe reaction was quenched with saturated NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialdried over Na2SO4
  4. extractionThe organic extract
  5. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-22342237da4a421a958224b6e343f88d
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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