Chloroacetone → HCID 10268835, compound

HRID 271277Notes

Reaction equation

HRID 271277 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])=[C:4]([C:19](=[S:21])[NH2:20])[N:3]=1.Cl[CH2:23][C:24](=O)[CH3:25]>C(O)(C)C>[F:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH2:11][N:8]1[CH:7]=[N:6][C:5]2[C:9]1=[N:10][C:2]([NH2:1])=[N:3][C:4]=2[C:19]1[S:21][CH:23]=[C:24]([CH3:25])[N:20]=1

Participants

4

Reactant 2

HCID 6571ChloroacetoneHCID 86592467HCID 86592467, compound

Product 1

HCID 10268835HCID 10268835, compoundYield 12%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

A stirred suspension of 2-amino-9-(2-fluorobenzyl)-9H-purine-6-thiocarboxamide (200 mg, 0.5 mmol) and chloroacetone (1 mL) in isopropanol (5 mL) was heated at 80° C. for 2 h, filtered and the filtrate concentrated in vacuo and purified by chromatography [SiO2; EtOAc] to give the title compound (26 mg, 12%) as a yellow solid.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated in vacuo
  3. custompurified by chromatography [SiO2; EtOAc]

Sources & evidence

ORD record
ord-3ab887f0074d45d194dcbf59724a4052
Source dataset
uspto-grants-2008_11
Patent number
US07452894B2

Reaction notes

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