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Hydroxyamine hydrochloride → 6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamine

HRID 905989
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HRID 905989 반응식
C(=[N:14][C:15]1[N:16]=[C:17]2[CH:23]=[C:22]([CH3:24])[N:21]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[C:18]2=[N:19][CH:20]=1)(C1C=CC=CC=1)C1C=CC=CC=1.CC([O-])=O.[Na+].NO.Cl>CO>[CH3:24][C:22]1[N:21]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:30])([CH3:32])[CH3:31])[C:18]2=[N:19][CH:20]=[C:15]([NH2:14])[N:16]=[C:17]2[CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 86642306benzhydrylidene-[6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-amine

생성물 1

HCID 673853776-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamine수율 58.4%

시약·촉매·용매 1

HCID 887Methanol
용매

실험 절차

Benzhydrylidene-[6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-amine (0.158 g, 0.357 mmol), NaOAc (70 mg, 0.857 mmol) and NH2OH HCl (45 mg, 0.643 mmol) were dissolved in MeOH (4 mL) and stirred at RT overnight, and partitioned between EtOAc and brine. The organic layer was dried (MgSO4), filtered, concentrated, and purified by SiO2 chromatography (24 g SiO2, hexanes/EtOAc 0-90% EtOAc) to give 58 mg of 6-methyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamine as a yellow solid (58% yield).

후처리

  1. custompartitioned between EtOAc and brine
  2. dry with materialThe organic layer was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by SiO2 chromatography (24 g SiO2, hexanes/EtOAc 0-90% EtOAc)

출처 및 근거

ORD 기록
ord-fc8c839f376b412fa1442760272f3532
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08012974B2

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