7,8,9,10-Tetrahydro-8-methyl-2,3-bis(phenylmethoxy)-pyrido[4,3-f]quinoxalin-6-yl phosphonic acid diethyl ester → 1,2,3,4,7,8,9,10-Octahydro-8-methyl-2,3-dioxopyrido[4,3-f]quinoxalin-6-yl phoshonic acid diethyl ester

HRID 48246ノート

反応式

HRID 48246 の反応式
[CH2:1]([O:3][P:4]([C:9]1[C:10]2[CH2:38][N:37]([CH3:39])[CH2:36][CH2:35][C:11]=2[C:12]2[N:13]=[C:14]([O:27]CC3C=CC=CC=3)[C:15]([O:19]CC3C=CC=CC=3)=[N:16][C:17]=2[CH:18]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]>C(O)(=O)C.[Pd]>[CH2:6]([O:5][P:4]([C:9]1[C:10]2[CH2:38][N:37]([CH3:39])[CH2:36][CH2:35][C:11]=2[C:12]2[NH:13][C:14](=[O:27])[C:15](=[O:19])[NH:16][C:17]=2[CH:18]=1)(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

参加物

4

反応物 1

HCID 231936707,8,9,10-Tetrahydro-8-methyl-2,3-bis(phenylmethoxy)-pyrido[4,3-f]quinoxalin-6-yl phosphonic acid diethyl ester

生成物 1

HCID 231936831,2,3,4,7,8,9,10-Octahydro-8-methyl-2,3-dioxopyrido[4,3-f]quinoxalin-6-yl phoshonic acid diethyl ester収率 83.8%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 23938Palladium溶媒

実験手順

A solution of the compound from Example 105 (0.34 g, 0.65 mmol) was dissolved in 60 mL of acetic acid and hydrogenated at 52 psi over 20% Pd/C. The reaction mixture was filtered and concentrated. The residue was dissolved in EtOH (3 mL) and concentrated. This procedure was repeated several times. The residue was then dissolved in EtOH and triturated with ethyl acetate. The solid which formed was collected by suction filtration and dried under vacuum to give the title compound as a yellow solid (0.20 g, 83% yield) mp 310-330° C. (dec).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOH (3 mL)
  4. concentrationconcentrated
  5. dissolutionThe residue was then dissolved in EtOH
  6. customtriturated with ethyl acetate
  7. customThe solid which formed
  8. filtrationwas collected by suction filtration
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-9322d0d46fa741b8997da5a7a5c5355d
出典データセット
uspto-grants-2004_03
特許番号
US06703391B2

反応ノート

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