Chlorosuccinimide → HCID 11493792, compound

HRID 2369247Notes

Reaction equation

HRID 2369247 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-d0f89abf9c164ce6b4587ccd61eead2b
Source dataset
uspto-grants-2014_04
Patent number
US08703942B2

Reaction notes

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