Chlorosuccinimide → HCID 11493792, compound

HRID 1173537Notes

Reaction equation

HRID 1173537 reaction equation
[F:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[C:14]([O:20][CH3:21])[CH:13]=3)=[N:8]2)=[C:4]([NH2:22])[N:3]=1.C1C(=O)N([Cl:30])C(=O)C1>CN(C=O)C>[F:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7]([CH2:11][C:12]3[CH:13]=[C:14]([O:20][CH3:21])[C:15]([O:18][CH3:19])=[CH:16][C:17]=3[Cl:30])=[N:8]2)=[C:4]([NH2:22])[N:3]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 11659470HCID 11659470, compound

Product 1

HCID 11493792HCID 11493792, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 2-Fluoro-8-(3,4-dimethoxy-benzyl)adenine (40 mg, 0.132 mmol), NCS (77.8 mg, 0.58 mmol) in anhydrous DMF (0.7 mL) was stirred at room temperature for 5.5 h. Following solvent removal, the product (22 mg, 49.4%) was collected through silica gel column purification (CHCl3:EtOAc at 8:2 to 4:6). MS m/z 338.0 (M+H)+.

Workup

  1. customFollowing solvent removal
  2. customthe product (22 mg, 49.4%) was collected through silica gel column purification (CHCl3:EtOAc at 8:2 to 4:6)

Sources & evidence

ORD record
ord-5c595088ed7c4ac6b9dbf5758835f7c4
Source dataset
uspto-grants-2010_11
Patent number
US07834181B2

Reaction notes

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