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Water → (3,5-Diamino-6-(2,3,5-trichlorophenyl)pyrazin-2-yl)methanol

HRID 1383326
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HRID 1383326 반응식
[CH:1]([C:3]1[N:4]=[C:5]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[C:12]=2[Cl:19])[C:6]([NH2:10])=[N:7][C:8]=1[NH2:9])=[O:2].[BH4-].[Na+].O>C(O)C>[OH:2][CH2:1][C:3]1[N:4]=[C:5]([C:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[C:13]([Cl:18])[C:12]=2[Cl:19])[C:6]([NH2:10])=[N:7][C:8]=1[NH2:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 181802065-Formyl-2,6-Diamino-3-(2,3,5-trichlorophenyl)pyrazine

생성물 1

HCID 18180197(3,5-Diamino-6-(2,3,5-trichlorophenyl)pyrazin-2-yl)methanol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of 5-Formyl-2,6-Diamino-3-(2,3,5-trichlorophenyl)pyrazine (0.198 g, 6.24×10−4 mole) in ethanol (100 ml) was added sodium borohydride (0.0359, 9.35×10−4 mole) at room temperature. The reaction was stirred at room temperature under nitrogen for 1 hr, water (1 ml) was added and the solution evaporated in vacuo. The residue was dissolved in ethyl acetate (200 ml), washed with brine, dried over magnesium sulphate, filtered and evaporated in vacuo. The product was purified by ‘flash chromatography’ using 11-40% ethyl acetate in cyclohexane as the eluent. Yield 0.104 g (52%), M.p. 185-186° C. N.m.r. (D6DMSO) δ: 4.32 (2H, d), 4.98 (1H, t), 5.56 (2H, s), 5.85 (2H, s), 7.30 (1H, d), 7.76 (1H, d).

후처리

  1. customthe solution evaporated in vacuo
  2. dissolutionThe residue was dissolved in ethyl acetate (200 ml)
  3. washwashed with brine
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe product was purified by ‘flash chromatography’

출처 및 근거

ORD 기록
ord-d058e24159894ac39ec2173b91d6daad
출처 데이터셋
uspto-grants-2001_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06255307B1

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