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Water → 1-{1-[3-(4-Methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropylmethyl}-4-methyl-piperazine

HRID 2378051
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인쇄 미리보기

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HRID 2378051 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:14]([C:22]3(C=O)[CH2:24][CH2:23]3)[O:13][N:12]=2)=[CH:7][CH:6]=1.[CH3:27][N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.[C:34](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].O>ClCCl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[C:15]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[C:14]([C:22]3([CH2:27][N:28]4[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]4)[CH2:24][CH2:23]3)[O:13][N:12]=2)=[CH:9][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 531671-Methylpiperazine2회HCID 5049666Sodium triacetoxyborohydride2회HCID 86613309HCID 86613309, 화합물

생성물 1

HCID 689564541-{1-[3-(4-Methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropylmethyl}-4-methyl-piperazine

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a mixture consisting of 1-[3-(4-methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]cyclopropanecarbaldehyde (this example, Step A, 0.490 g) in dichloromethane (15 mL) is added 1-methyl-piperazine (0.173 mL) and sodium triacetoxyborohydride (0.420 g.) The mixture is stirred for two hours. Another portion of 1-methyl-piperazine (0.08 mL) and sodium triacetoxyborohydride (0.18 g) are added to the mixture and the mixture is stirred overnight. The mixture is treated with water and is extracted with dichloromethane. The organic layer is separated and is dried over anhydrous sodium sulfate. The mixture is filtered and the filtrate is concentrated under reduced pressure. The concentrate is purified by flash silica gel column chromatography to afford 1-{1-[3-(4-methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropylmethyl}-4-methyl-piperazine (0.500 g.)

후처리

  1. stirringthe mixture is stirred overnight
  2. extractionis extracted with dichloromethane
  3. customThe organic layer is separated
  4. dry with materialis dried over anhydrous sodium sulfate
  5. filtrationThe mixture is filtered
  6. concentrationthe filtrate is concentrated under reduced pressure
  7. customThe concentrate is purified by flash silica gel column chromatography

출처 및 근거

ORD 기록
ord-74fcb21d714a430c9dd748c7ff8e4ad9
출처 데이터셋
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07470715B2

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