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Methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro[1,7]naphthyridine-3-carboxylate → 6-benzyl-9-(3-bromo-4-fluorophenyl)-5,6,7,9-tetrahydrofuro[3,4-b][1,7]naphthyridine-1,8(3H,4H)-dione

HRID 478282
ノート
印刷プレビュー

反応式

HRID 478282 の反応式
[CH2:1]([N:8]1[CH2:17][C:16]2[NH:15][C:14](C)=[C:13]([C:19]([O:21][CH3:22])=[O:20])[CH:12]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[C:25]([Br:30])[CH:24]=3)[C:11]=2[C:10](=[O:31])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br-].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1>C(Cl)(Cl)Cl>[CH2:1]([N:8]1[CH2:17][C:16]2[NH:15][C:14]3[CH2:22][O:21][C:19](=[O:20])[C:13]=3[CH:12]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[C:25]([Br:30])[CH:24]=3)[C:11]=2[C:10](=[O:31])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11397579Methyl 7-benzyl-4-(3-bromo-4-fluorophenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro[1,7]naphthyridine-3-carboxylateHCID 21124087Pyridiniumtribromide

生成物 1

HCID 111788566-benzyl-9-(3-bromo-4-fluorophenyl)-5,6,7,9-tetrahydrofuro[3,4-b][1,7]naphthyridine-1,8(3H,4H)-dione収率 71%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A solution of the product from Example 39A (3.1 g, 6.3 mmol) in chloroform (50 mL) was cooled to 0° C., treated with 90% pyridinium tribromide (2.45 g, 6.9 mmol), warmed to abmient temperature, stirred for 16 hours and washed with water. The chloroform layer was isolated, dried (MgSO4), filtered, refluxed for 16 hours and cooled in an ice bath. The resulting precipitate was collected by filtration and dried to provide the title compound (2.1 g) as tan crystals.

後処理

  1. temperaturewarmed
  2. washwashed with water
  3. customThe chloroform layer was isolated
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. temperaturerefluxed for 16 hours
  7. temperaturecooled in an ice bath
  8. filtrationThe resulting precipitate was collected by filtration
  9. customdried

出典と根拠

ORDレコード
ord-2bafe32d67364d80ae2fc5a78759fadd
出典データセット
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06642222B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート