Dichloromethane → HCID 10268157, compound

HRID 2054356Notes

Reaction equation

HRID 2054356 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]([S:17][CH3:18])[N:12]=3)=[C:6]2[CH:5]=[CH:4][N:3]=1.C(Cl)Cl.C([O-])([O-])=[O:27].[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:17]([CH3:18])=[O:27])[N:12]=3)=[C:6]2[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 10340Sodium CarbonateHCID 9966378HCID 9966378, compound

Product 1

HCID 10268157HCID 10268157, compoundYield 90%

Procedure

To a cooled (0° C.) solution of 21 (20 mg, 0.07 mmol) in CH2Cl2 (5 ml) mCPBA (32 mg, 0.13 mmol) was added. The mixture was stirred for 30 min. A saturated aq. Na2S203 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 dried and evaporated together to give 9-amino-5-(2-methanesulfinylpyrimidin-4-yl)pyrido[3′,2′:4,5]-pyrrolo[1,2-c]pyrimidine (20 mg, 90%).

Workup

  1. additionwas added
  2. additionA saturated aq. Na2S203 solution was added (1 ml)
  3. customThe organic layer was separated
  4. extractionthe aqueous layer extracted with CH2Cl2
  5. customThe organic solutions were dried
  6. customevaporated together

Sources & evidence

ORD record
ord-3814d02cc725425a808d504743d25e7d
Source dataset
uspto-grants-2008_02
Patent number
US07329666B2

Reaction notes

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