Oxalic Acid → Anastrozole oxalate

HRID 2089265Notes

Reaction equation

HRID 2089265 reaction equation
[CH3:1][C:2]([C:6]1[CH:7]=[C:8]([CH2:17][N:18]2[N:22]=[CH:21][N:20]=[CH:19]2)[CH:9]=[C:10]([C:12]([C:15]#[N:16])([CH3:14])[CH3:13])[CH:11]=1)([C:4]#[N:5])[CH3:3].[C:23]([OH:28])(=[O:27])[C:24]([OH:26])=[O:25]>CO.C(#N)C>[CH3:3][C:2]([C:6]1[CH:7]=[C:8]([CH2:17][N:18]2[N:22]=[CH:21][N:20]=[CH:19]2)[CH:9]=[C:10]([C:12]([C:15]#[N:16])([CH3:13])[CH3:14])[CH:11]=1)([C:4]#[N:5])[CH3:1].[C:23]([O-:28])(=[O:27])[C:24]([O-:26])=[O:25]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 2187Anastrozole

Product 1

HCID 86661397Anastrozole oxalate

Reagents, catalysts & solvents 1

HCID 21959252Acetonitrile methanolSolvent

Procedure

Anastrozole (28.3 mg, 0.096 mmol) and oxalic acid (8.9 mg, 0.099 mmol) were dissolved in 1 mL methanol:acetonitrile (1:1 v/v) solution. Crystals of anastrozole oxalate were obtained from slow evaporation at room temperature in an ambient atmosphere. Crystals of anastrozole oxalate were also obtained via crystallization of anastrozole (38.3 mg, 0.131 mmol) and oxalic acid (10.7 mg, 0.119 mmol) in 1.5 mL methanol:ethyl acetate (1:0.5 v/v) solution. The crystalline form of anastrozole oxalate was characterized by single crystal x-ray diffraction and melting point. (See FIGS. 14 and 15)

Sources & evidence

ORD record
ord-9051883396f34cb8be6504cbfaac79f3
Source dataset
uspto-grants-2013_05
Patent number
US08436029B2

Reaction notes

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