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Water → N-[5-(Pyrido[3,2-e]pyrrolo[1,2-a]pyrazin-5(6H)ylcarbonyl)-2-pyridinyl]-5-fluoro-2-methylbenzamide

HRID 1290946
ノート
印刷プレビュー

反応式

HRID 1290946 の反応式
[N:1]1[C:10]2[N:9]3[CH:11]=[CH:12][CH:13]=[C:8]3[CH2:7][NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[F:21][C:22]1[CH:23]=[CH:24][C:25]([CH3:40])=[C:26]([CH:39]=1)[C:27]([NH:29][C:30]1[N:35]=[CH:34][C:33]([C:36](Cl)=[O:37])=[CH:32][CH:31]=1)=[O:28].O>ClCCl>[N:1]1[C:10]2[N:9]3[CH:11]=[CH:12][CH:13]=[C:8]3[CH2:7][N:6]([C:36]([C:33]3[CH:32]=[CH:31][C:30]([NH:29][C:27](=[O:28])[C:26]4[CH:39]=[C:22]([F:21])[CH:23]=[CH:24][C:25]=4[CH3:40])=[N:35][CH:34]=3)=[O:37])[C:5]=2[CH:4]=[CH:3][CH:2]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 155082506-(5-Fluoro-2-methylbenzoyl)aminopyridine-3-carbonyl chlorideHCID 189175145,6-Dihydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine

生成物 1

HCID 18917537N-[5-(Pyrido[3,2-e]pyrrolo[1,2-a]pyrazin-5(6H)ylcarbonyl)-2-pyridinyl]-5-fluoro-2-methylbenzamide収率 44.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a chilled (0° C.) solution of 0.343 g of 5,6-dihydropyrido[3,2-e]pyrrolo[1,2-a]pyrazine and 1.1 ml of triethylamine in 5 ml of dichloromethane is added 1.17 g of 6-(5-fluoro-2-methylbenzoyl)aminopyridine-3-carbonyl chloride. The mixture is stirred at room temperature for 16 hours. To the mixture is added 50 ml of dichloromethane and 20 ml of water. The organic layer is separated and washed with 20 ml each of 1M NaHCO3 and brine. The organic layer is dried (Na2SO4) and passed through a thin pad of hydrous magnesium silicate and the pad washed with dichloromethane. The filtrate is concentrated and the residue chromatographed on silica gel prep-plates with ethyl acetate-hexane (1:1) as eluent. The product is crystallized from ethyl acetate to give 0.38 g of white crystals, m.p. 226°-234° C.

後処理

  1. customThe organic layer is separated
  2. washwashed with 20 ml each of 1M NaHCO3 and brine
  3. dry with materialThe organic layer is dried (Na2SO4)
  4. washthe pad washed with dichloromethane
  5. concentrationThe filtrate is concentrated
  6. customthe residue chromatographed on silica gel prep-plates with ethyl acetate-hexane (1:1) as eluent
  7. customThe product is crystallized from ethyl acetate

出典と根拠

ORDレコード
ord-98f295130c4a40b498c9250bc129367e
出典データセット
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05753648

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