Dichloromethane → HCID 9924030, compound

HRID 2054358Notes

Reaction equation

HRID 2054358 reaction equation
[NH2:1][C:2]1[N:7]2[C:8]3[N:22]=[CH:21][CH:20]=[CH:19][C:9]=3[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13](SC)[N:12]=3)=[C:6]2[CH:5]=[CH:4][N:3]=1.C(Cl)Cl.[O-:26][S:27]([O-:30])(=S)=O.[Na+].[Na+].[C:33]([O-])([O-])=O.[Na+].[Na+]>>[NH2:1][C:2]1[N:7]2[C:8]3[N:22]=[CH:21][CH:20]=[CH:19][C:9]=3[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([S:27]([CH3:33])(=[O:30])=[O:26])[N:12]=3)=[C:6]2[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 24477Sodium ThiosulfateHCID 9966378HCID 9966378, compound

Product 1

HCID 9924030HCID 9924030, compoundYield 91%

Procedure

To solution of 21 (200 mg, 0.65 mmol) in CH2Cl2 (50 ml) mCPBA (320 mg, 1.30 mmol) was added. The mixture was stirred for 2 hours at room temperature. A saturated aq. Na2S2O3 solution was added (5 ml) and was basified with saturated aq. Na2CO3. The organic layer was separated and the aqueous layer extracted with CH2Cl2. The organic solutions were dried and evaporated together to give 9-Amino-5-(2-methanesulfonylpyrimidin-4-yl)pyrido[3′,2′:4,5]-pyrrolo[1,2-c]pyrimidine(201 mg, 91%).

Workup

  1. customThe organic layer was separated
  2. extractionthe aqueous layer extracted with CH2Cl2
  3. customThe organic solutions were dried
  4. customevaporated together

Sources & evidence

ORD record
ord-85fe01a4f0f848808b37d6f8505ec174
Source dataset
uspto-grants-2008_02
Patent number
US07329666B2

Reaction notes

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