HCID 15654147, compound → HCID 14344228, compound

HRID 643639Notes

Reaction equation

HRID 643639 reaction equation
[CH3:1][N:2]([CH3:18])[C:3]1[CH:8]=[CH:7][C:6]([N:9]=[N:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH2:17])=[CH:5][CH:4]=1>C(Cl)Cl>[N:10]1[N:9]([C:6]2[CH:5]=[CH:4][C:3]([N:2]([CH3:18])[CH3:1])=[CH:8][CH:7]=2)[N:17]=[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=12

Participants

3

Reactant 1

HCID 15654147HCID 15654147, compound

Product 1

HCID 14344228HCID 14344228, compoundYield 37%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In CH2Cl2 was dissolved 8a (1g, 1 eq) and a solution of Pb(OAc)4 (2.03 g, 1.1 eq) in which CH2Cl2 was added dropwise. The resulting solution was stirred 30 min at RT, then hydrolyzed with 1 5 ml of Na2CO3 salt, extracted with CH2Cl2, dried by Na2SO4, evaporated and purified by flash chromatography (SiO2, hexane/AcOEt, 8/2) giving 9a as an orange solid in 37% yield.

Workup

  1. extractionhydrolyzed with 1 5 ml of Na2CO3 salt, extracted with CH2Cl2
  2. dry with materialdried by Na2SO4
  3. customevaporated
  4. custompurified by flash chromatography (SiO2, hexane/AcOEt, 8/2)

Sources & evidence

ORD record
ord-90b1e628983840b1b0e8012ecc4cc283
Source dataset
uspto-grants-2010_04
Patent number
US07700616B2

Reaction notes

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