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Hydrochloric Acid → 3-(6-Hydroxymethyl-2-methyl-imidazo[1,2-a]pyrazin-3-yl)-4-(1H-indol-3-yl)-pyrrole-2,5-dione

HRID 216659
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인쇄 미리보기

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HRID 216659 반응식
Cl.C([SiH2][O:7][C:8](C1C=CC=CC=1)(C1C=CC=CC=1)[C:9]1[N:10]=[CH:11][C:12]2[N:13]([C:15]([C:19]3[C:20](=[O:34])[NH:21][C:22](=[O:33])[C:23]=3[C:24]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[NH:26][CH:25]=3)=[C:16]([CH3:18])[N:17]=2)[CH:14]=1)(C)(C)C>O1CCOCC1>[OH:7][CH2:8][C:9]1[N:10]=[CH:11][C:12]2[N:13]([C:15]([C:19]3[C:20](=[O:34])[NH:21][C:22](=[O:33])[C:23]=3[C:24]3[C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[NH:26][CH:25]=3)=[C:16]([CH3:18])[N:17]=2)[CH:14]=1
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참가 물질

4

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HCID 313Hydrochloric AcidHCID 1540901423-[6-[tert-butylsilyloxy(diphenyl)methyl]-2-methylimidazo[1,2-a]pyrazin-3-yl]-4-(1H-indol-3-yl)pyrrole-2,5-dione

생성물 1

HCID 1361906643-(6-Hydroxymethyl-2-methyl-imidazo[1,2-a]pyrazin-3-yl)-4-(1H-indol-3-yl)-pyrrole-2,5-dione수율 68.3%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
50 °C

실험 절차

Hydrochloric acid (1.0 ml of a 4.0 M solution in dioxane) is added to 3-[6-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-imidazo[1,2-a]pyrazin-3-yl]-4-(1H-indol-3-yl)-pyrrole-2,5-dione (60 mg, 0.098 mmol). The reaction mixture is heated to 50° C. for 16 hours under an atmosphere of argon. After cooling, volatiles are removed in vacuo, and the residue is purified by flash chromatography (gradient of CH2Cl2/MeOH 100:0 to 90:10) to afford the title compound (25 mg, 68%). MS (ES+): 374 (M+H)+.

후처리

  1. temperatureAfter cooling
  2. customvolatiles are removed in vacuo
  3. customthe residue is purified by flash chromatography (gradient of CH2Cl2/MeOH 100:0 to 90:10)

출처 및 근거

ORD 기록
ord-a9a3ff91b0f0401e8d7a735103104bb3
출처 데이터셋
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08193236B2

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