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

HRID 235112노트

반응식

HRID 235112 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7d208e85ae624e5e8e436a592944a687
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05597826

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