Triethylamine → 3-Chloro-4-[4-(2-morpholin-4-yl-5-nitro-benzoyl)-piperazin-1-yl]-benzonitrile

HRID 32663

反応式

HRID 32663 の反応式
[N:1]1([C:7]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][C:8]=2[C:9](Cl)=[O:10])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)[C:23]#[N:24].CCN(CC)CC>C(Cl)Cl>[Cl:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][C:27]=1[N:28]1[CH2:33][CH2:32][N:31]([C:9](=[O:10])[C:8]2[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[CH:15][C:7]=2[N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH2:30][CH2:29]1)[C:23]#[N:24]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 172741532-Morpholin-4-yl-5-nitro-benzoyl chlorideHCID 193671133-Chloro-4-(piperazin-1-yl)benzonitrile

生成物 1

HCID 597934973-Chloro-4-[4-(2-morpholin-4-yl-5-nitro-benzoyl)-piperazin-1-yl]-benzonitrile

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 40.6 mg (0.15 mmol) 2-Morpholin-4-yl-5-nitro-benzoyl chloride, 39.9 mg (0.18 mmol) 3-Chloro-4-piperazin-1-yl-benzonitrile (WO9625414) and 62.5 ul (0.45 mmol) NEt3 in 1 ml DCM was stirred at room temperature for 16 h. After evaporation of the volatiles the residue was taken up in 1 ml CH3CN/DMF/HCOOH 3/5/2 and subjected to preparative HPLC purification on reversed phase eluting with an acetonitrile/water gradient to yield after evaporation of the product fractions 4.9 mg (8%) of the title compound. MS (m/e): 456.2 (MH+, 100%)

後処理

  1. customAfter evaporation of the volatiles the residue
  2. customsubjected to preparative HPLC purification on reversed phase
  3. washeluting with an acetonitrile/water gradient
  4. customto yield
  5. customafter evaporation of the product fractions 4.9 mg (8%) of the title compound

出典と根拠

ORDレコード
ord-d851dfe9333f4762bfe8c84bb68872c6
出典データセット
uspto-grants-2008_09
特許番号
US07427612B2

関連ノート

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