Donepezil Hydrochloride → Desbenzyl donepezil

HRID 878393

反応式

HRID 878393 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[CH2:14][CH:13]([CH2:15][CH:16]3[CH2:21][CH2:20][N:19](CC4C=CC=CC=4)[CH2:18][CH2:17]3)[C:11](=[O:12])[C:6]2=[CH:7][C:8]=1[O:9][CH3:10].Cl.S(C1C=CC(C)=CC=1)(O)(=O)=O.COC1C=C2C(=CC=1OC)C(=O)C(=CC1C=CN=CC=1)C2>[Pd].O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:6](=[CH:7][C:8]=1[O:9][CH3:10])[C:11](=[O:12])[CH:13]([CH2:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[CH2:14]2

参加物

5

反応物 2

HCID 5741Donepezil HydrochlorideHCID 733093385,6-Dimethoxy-2-[1-(4-pyridinyl)methylidene]-1-indanone tosylate

生成物 1

HCID 10446897Desbenzyl donepezil

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

US Patent Application published under the No. 2007/0135644A1 discloses the preparation of donepezil hydrochloride by reducing 5,6-dimethoxy-2-[1-(4-pyridinyl)methylidene]-1-indanone tosylate with 10% Pd/C catalyst in demi-water at 70-95° C., at 10 bar for 8 hours. The mixture is extracted three times with 1-butanol to afford a residue which is purified with methyl-tert-butyl ether to obtain 5,6-dimethoxy-2-(4-piperidinylmethyl)-1-indanone, followed by condensation with benzyl chloride in toluene for 8 hours at 145° C. to yield donepezil which is further converted to donepezil hydrochloride.

後処理

  1. customat 70-95° C.
  2. extractionThe mixture is extracted three times with 1-butanol
  3. customto afford a residue which
  4. customis purified with methyl-tert-butyl ether

出典と根拠

ORDレコード
ord-eba17d7fd1b64cb99f825e1904e1379e
出典データセット
uspto-grants-2015_03
特許番号
US08987458B2

関連ノート

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