Triethylamine → 7-(3-Chlorobenzamido)-1-(4-methyl-1-piperazinyl)-naphthalene

HRID 235112ノート

反応式

HRID 235112 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=1)[C:30](Cl)=[O:31]>C(#N)C>[Cl:26][C:27]1[CH:28]=[C:29]([CH:33]=[CH:34][CH:35]=1)[C:30]([NH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[C:9]2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)=[CH:4][CH:3]=1)=[O:31]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 69252Benzoyl chloride, 3-chloro-HCID 233534847-Amino-1-(4-methyl-1-piperazinyl)-naphthalene

生成物 1

HCID 233534867-(3-Chlorobenzamido)-1-(4-methyl-1-piperazinyl)-naphthalene収率 20.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

The title product was prepared following the procedure of example 3 from 7-amino-1-(4-methyl-l-piperazinyl)-naphthalene (0.24 g, 0.995 mmol) and triethylamine (0.146 mL, 1.09 mmol) and 3-chlorobenzoyl chloride (0.138 mL, 1.09 mmol) in acetonitrile (10 mL) with overnight stirring at room temperature. The product was isolated using flash chromatography and trituration from hexane and recrystallization from ethyl acetate (with a seed crystal) to yield 0.076g (20%) of the title compound: mp 147°-148° C. HRMS m/e calculated for C22H22ClN3O; 379.1448. Observed m/e: 379.14473. Analysis calculated for C22H22ClN3O: C, 69.56; H, 5.84; N, 11.06. Found: C, 68.95; H, 5.81; N, 10.96.

後処理

  1. customThe title product was prepared
  2. customwith overnight
  3. customThe product was isolated
  4. customfrom hexane and recrystallization from ethyl acetate (with a seed crystal)

出典と根拠

ORDレコード
ord-7d208e85ae624e5e8e436a592944a687
出典データセット
uspto-grants-1997_01
特許番号
US05597826

反応ノート

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