Dichloromethane → HCID 9924030, compound

HRID 2054357Notes

Reaction equation

HRID 2054357 reaction equation
[NH2:1][C:2]1[N:7]2[C:8]3[N:23]=[CH:22][CH:21]=[CH:20][C:9]=3[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([S:17]([CH3:19])=[O:18])[N:12]=3)=[C:6]2[CH:5]=[CH:4][N:3]=1.C(Cl)Cl.[O-:27]S([O-])(=S)=O.[Na+].[Na+].C([O-])([O-])=O.[Na+].[Na+]>>[NH2:1][C:2]1[N:7]2[C:8]3[N:23]=[CH:22][CH:21]=[CH:20][C:9]=3[C:10]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([S:17]([CH3:19])(=[O:27])=[O:18])[N:12]=3)=[C:6]2[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 24477Sodium ThiosulfateHCID 10268157HCID 10268157, compound

Product 1

HCID 9924030HCID 9924030, compoundYield 91%

Procedure

To a solution of 9-Amino-5-(2-methanesulfinylpyrimidin-4-yl)-pyrido[3′,2′:4,5]-pyrrolo[1,2-c]pyrimidine (50 mg, 0.16 mmol) in CH2Cl2 (15 ml) mCPBA (88 mg, 0.36 mmol) was added at room temperature. The mixture was stirred for 2 h. A saturated aq. Na2S2O3 solution was added (1 ml) and was basified with saturated aq. Na2CO3. The organic layer was separated and the aqueous layer extracted with CH2Cl2. The organic solutions were evaporated together and 9-Amino-5-(2-methanesulfonylpyrimidin-4-yl)pyrido[3′,2′:4,5]-pyrrolo[1,2-c]pyrimidine (50 mg, 91%) as a light orange solid was obtained.

Workup

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

Sources & evidence

ORD record
ord-543e941264b44959a79c3cd8297bfa77
Source dataset
uspto-grants-2008_02
Patent number
US07329666B2

Reaction notes

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