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Potassium Iodide → 5-(tert-butoxycarbonylmethoxy)-2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-1,2,3,4-tetrahydronaphthalene

HRID 1271297
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HRID 1271297 반응식
[C:1]1([C:7]2[N:8]=[CH:9][C:10]([N:19]([CH2:21][CH:22]3[CH2:31][CH2:30][C:29]4[C:24](=[CH:25][CH:26]=[CH:27][C:28]=4[OH:32])[CH2:23]3)[CH3:20])=[N:11][C:12]=2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:38]([O:37][C:35]([CH2:34][O:32][C:28]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:29]=1[CH2:30][CH2:31][CH:22]([CH2:21][N:19]([C:10]1[CH:9]=[N:8][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:11]=1)[CH3:20])[CH2:23]2)=[O:36])([CH3:41])([CH3:40])[CH3:39]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 184526502-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-5-hydroxy-1,2,3,4-tetrahydronaphthalene

생성물 1

HCID 184526595-(tert-butoxycarbonylmethoxy)-2-{[N-(5,6-diphenylpyrazin-2-yl)-N-methylamino]methyl}-1,2,3,4-tetrahydronaphthalene수율 80.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 413 mg of 2-[N-(5,6-diphenylpyrazin-2-yl)-N-methyl(aminomethyl)]-5-hydroxy-1,2,3,4-tetrahydronaphthalene and 210 mg of tert-butyl bromoacetate in 10 ml of acetonitrile, a catalytic amount of potassium iodide and 163 mg of potassium carbonate were added and the mixture was heated at reflux for 4 hours. The insoluble matter was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain 423 mg of the desired compound as a pale orange oily substance.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 4 hours
  3. customThe insoluble matter was removed by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-30d019179ffb42ffa6d2c10eba62df76
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07205302B2

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