Chlorosuccinimide → HCID 11493792, compound

HRID 1478234Notes

Reaction equation

HRID 1478234 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 (CHC13: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 (CHC13:EtOAc at 8:2 to 4:6)

Sources & evidence

ORD record
ord-ee8816885e49464d9d39bc7eaf174352
Source dataset
uspto-grants-2016_08
Patent number
US09403828B2

Reaction notes

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