Ethyl Acetate → HCID 21883049, compound

HRID 722088Notes

Reaction equation

HRID 722088 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]([NH2:11])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][C:13]1[C:18]([CH3:19])=[C:17]([O:20][CH3:21])[C:16]([CH3:22])=[CH:15][N:14]=1.[CH3:23][CH2:24][O:25]C(C)=O>C(OC(=O)C)(=O)C.OS(O)(=O)=O>[Cl:1][C:2]1[N:10]=[C:9]([NH:11][C:24](=[O:25])[CH3:23])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:12][C:13]1[C:18]([CH3:19])=[C:17]([O:20][CH3:21])[C:16]([CH3:22])=[CH:15][N:14]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 16736529(6-Chloro-9-(4-methoxy-3,5-dimethylpyridin-2-ylmethyl)-9h-purin-2-yl)amin

Product 1

HCID 21883049HCID 21883049, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 7918Acetic AnhydrideSolvent

Procedure

A suspension of 6-chloro-9-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-9H-purin-2-ylamine (80 mg, 0.25 mmol) in acetic acid anhydride (2.2 g) was treated with one drop of concentrated H2SO4 and stirred at r.t. for 5 min. Work-up (EtOAc), drying (MgSO4) and evaporation gave the title compound as a white solid. HPLC Rt: 4.093 min. 1H-NMR (CDCl3): δ 8.20 (s, 1H), 8.10 (s, 1H), 5.46 (s, 2H), 3.78 (s, 3H), 2.54 (s, 3H), 2.38 (s, 3H), 2.27 (s, 3H).

Workup

  1. customdrying
  2. custom(MgSO4) and evaporation

Sources & evidence

ORD record
ord-7ee5b43f098c487e87b80dcaecd044dd
Source dataset
uspto-grants-2006_11
Patent number
US07138401B2

Reaction notes

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