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Benzoyl chloride → 3-amino-N'-(benzoyloxy)-6-bromopyrazine-2-carboximidamide

HRID 2204819
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HRID 2204819 반응식
[NH2:1][C:2]1[C:3]([C:9](=[N:11][OH:12])[NH2:10])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.C(N(CC)CC)C.[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>ClCCl>[NH2:1][C:2]1[C:3]([C:9](=[N:11][O:12][C:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[O:27])[NH2:10])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1
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참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 136510283CID 136510283

생성물 1

HCID 722951133-amino-N'-(benzoyloxy)-6-bromopyrazine-2-carboximidamide수율 69.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-amino-6-bromo-N′-hydroxypyrazine-2-carboximidamide (890 mg, 3.836 mmol) was suspended in dichloromethane (11.56 mL) and treated with triethylamine (427.0 mg, 588.2 μL, 4.220 mmol) followed by benzoyl chloride (593.2 mg, 489.8 μL, 4.220 mmol) The reaction mixture was allowed to stir for 1 hour and concentrated in vacuo. The resultant residue was triturated with methanol to give the desired product as a pale beige solid (891 mg, 69% Yield). 1H NMR (400.0 MHz, DMSO) d 7.55 (2H, m), 7.65 (1H, m), 7.90 (2H, br s), 8.28 (2H, m), 8.33 (1H, s); MS (ES+) 337.87

후처리

  1. concentrationconcentrated in vacuo
  2. customThe resultant residue was triturated with methanol

출처 및 근거

ORD 기록
ord-4f3584675e184326994f4a3d9b450eba
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09365557B2

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