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N-Iodosuccinimide → Tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-iodopyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate

HRID 2047180
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HRID 2047180 반응식
C1C(=O)N([I:8])C(=O)C1.[CH3:9][Si:10]([CH3:48])([CH3:47])[CH2:11][CH2:12][O:13][CH2:14][N:15]([CH2:39][O:40][CH2:41][CH2:42][Si:43]([CH3:46])([CH3:45])[CH3:44])[C:16]1[N:21]2[N:22]=[CH:23][CH:24]=[C:20]2[N:19]=[C:18]([CH2:25][CH:26]2[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]2)[CH:17]=1>CC#N>[CH3:46][Si:43]([CH3:44])([CH3:45])[CH2:42][CH2:41][O:40][CH2:39][N:15]([CH2:14][O:13][CH2:12][CH2:11][Si:10]([CH3:9])([CH3:47])[CH3:48])[C:16]1[N:21]2[N:22]=[CH:23][C:24]([I:8])=[C:20]2[N:19]=[C:18]([CH2:25][CH:26]2[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28][CH2:27]2)[CH:17]=1
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참가 물질

4

반응물 2

HCID 120273N-IodosuccinimideHCID 66733904Tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate

생성물 1

HCID 66733306Tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-iodopyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

NIS (288 mg, 1.28 mmoL) as added to a solution of tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate (741.6 mg, 1.25 mmoL) in CH3CN (10 mL). The mixture was stirred at room temperature for 1 h. Purification by column chromatography afforded tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-iodopyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate: LCMS tR=3.02 Min (5 min run, UV254nm). Mass calculated for, M+ 717.2, observed LC/MS m/z 718.3 (M+H).

후처리

  1. customPurification by column chromatography

출처 및 근거

ORD 기록
ord-5e18a7d9560947f38b133067c000b0fa
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08591943B2

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