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

HRID 2378051
ノート
印刷プレビュー

反応式

HRID 2378051 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 531671-Methylpiperazine2 回HCID 5049666Sodium triacetoxyborohydride2 回HCID 86613309HCID 86613309、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

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.)

後処理

  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

出典と根拠

ORDレコード
ord-74fcb21d714a430c9dd748c7ff8e4ad9
出典データセット
uspto-grants-2008_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07470715B2

反応ノート

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