2-((4-Chlorophenoxy)methyl)oxirane → 1-[3-(4-Chlorophenoxy)-2-hydroxypropyl]-4-(3-fluoro-2-pyridyl]piperazine

HRID 2290238

반응식

HRID 2290238 반응식
[F:1][C:2]1[C:3]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[Cl:14][C:15]1[CH:25]=[CH:24][C:18]([O:19][CH2:20][CH:21]2[O:23][CH2:22]2)=[CH:17][CH:16]=1>C(O)(C)C>[Cl:14][C:15]1[CH:25]=[CH:24][C:18]([O:19][CH2:20][CH:21]([OH:23])[CH2:22][N:11]2[CH2:10][CH2:9][N:8]([C:3]3[C:2]([F:1])=[CH:7][CH:6]=[CH:5][N:4]=3)[CH2:13][CH2:12]2)=[CH:17][CH:16]=1

참가 물질

4

반응물 2

HCID 915152-((4-Chlorophenoxy)methyl)oxiraneHCID 1349871-(3-Fluoro-2-pyridinyl)piperazine

생성물 1

HCID 202321751-[3-(4-Chlorophenoxy)-2-hydroxypropyl]-4-(3-fluoro-2-pyridyl]piperazine수율 81%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
70 °C

실험 절차

To 1-(3-fluoro-2-pyridyl)piperazine (453 mg, 2.5 mmol) in 5 ml of isopropanol stirred under nitrogen at 70° C. was added 4-chlorophenoxy-2,3-epoxypropane (476 mg, 2.5 mmol) portionwise and the solution stirred at 70° C. for 3 hours The solution was concentrated in vacuo and the residual oil chromatographed on silica gel eluting with 5% methanol-chloroform to yield 740 mg (81%) of 1-[3-(4-chlorophenoxy)-2-hydroxypropyl]-4-(3-fluoro-2-pyridyl]piperazine; m.p. 73°-76° C. Analysis satisfactory for C18H21ClFN3O2.

후처리

  1. concentrationwas concentrated in vacuo
  2. customthe residual oil chromatographed on silica gel eluting with 5% methanol-chloroform

출처 및 근거

ORD 기록
ord-fa35163cc57f44ae8a425d1bdca09f5d
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04616017

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