Ammonium Chloride → 8-[3-(4-Diphenylmethylpiperazine-1-yl)-2-hydroxy-propoxy]isoquinoline

HRID 1590652노트

반응식

HRID 1590652 반응식
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][CH:8]=[CH:7]2.ClCC(O)C[CH:16]1[NH:21][CH2:20][CH2:19][N:18]([CH:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:17]1.[CH3:36][C:37](C)([O-:39])[CH3:38].[K+].[Cl-].[NH4+]>C1COCC1.C(Cl)Cl>[C:29]1([CH:22]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[N:18]2[CH2:17][CH2:16][N:21]([CH2:36][CH:37]([OH:39])[CH2:38][O:1][C:2]3[CH:3]=[CH:4][CH:5]=[C:6]4[C:11]=3[CH:10]=[N:9][CH:8]=[CH:7]4)[CH2:20][CH2:19]2)[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

참가 물질

7

반응물 4

HCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxideHCID 867457733-(Chloro-2-hydroxypropyl)-1-diphenylmethylpiperazineHCID 1354417118-Hydroxyisoquinoline

생성물 1

HCID 200790268-[3-(4-Diphenylmethylpiperazine-1-yl)-2-hydroxy-propoxy]isoquinoline

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

In 15 ml of dried THF were dissolved 80 mg of 8-hydroxyisoquinoline and 204 mg of 4-(3-(chloro-2-hydroxypropyl)-1-diphenylmethylpiperazine synthesized in Example 23-(b), and 68 mg of potassium t-butoxide was further added thereto, followed by stirring at room temperature for 20 hours. The reaction liquid was then poured into 15 ml of an aqueous saturated ammonium chloride solution, and extraction was then performed with 150 ml of methylene chloride. After drying with an anhydrous Glauber's salt, the solvent was distilled off, and the resultant residue was purified through a silica gel thin-layer chromatograph. Development was carried out by the use of an effluent solvent of chloroform:methanol=25:1 for the purpose of separation and purification, with the result that 8-[3-(4-diphenylmethylpiperazine-1-yl)-2-hydroxy-propoxy]isoquinoline was obtained in an amount of 70 mg.

후처리

  1. additionwas further added
  2. customThe reaction liquid
  3. dry with materialAfter drying with an anhydrous Glauber's salt
  4. distillationthe solvent was distilled off
  5. customthe resultant residue was purified through a silica gel thin-layer chromatograph
  6. custommethanol=25:1 for the purpose of separation and purification

출처 및 근거

ORD 기록
ord-6156a5823c1343c2b331a7a0675aabdd
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05204348

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