Isopropanol → Methyl 3-(2,3-dihydroxypropyl)amino-2-[3-chloro-6-(methylcarbonyl)amino-5-nitropyrazin-2-yl]-2-butenoate

HRID 1903070노트

반응식

HRID 1903070 반응식
C(O)(C)C.[Cl:5][C:6]1[N:7]=[C:8]([N+:17]([O-:19])=[O:18])[C:9]([NH:13][C:14](=[O:16])[CH3:15])=[N:10][C:11]=1Cl.[OH:20][CH:21]([CH2:31][OH:32])[CH2:22][NH:23][C:24]([CH3:30])=[CH:25][C:26]([O:28][CH3:29])=[O:27]>C(N(CC)CC)C>[OH:20][CH:21]([CH2:31][OH:32])[CH2:22][NH:23][C:24]([CH3:30])=[C:25]([C:11]1[C:6]([Cl:5])=[N:7][C:8]([N+:17]([O-:19])=[O:18])=[C:9]([NH:13][C:14]([CH3:15])=[O:16])[N:10]=1)[C:26]([O:28][CH3:29])=[O:27]

참가 물질

5

반응물 3

HCID 3776IsopropanolHCID 13062977N-(5,6-dichloro-3-nitropyrazin-2-yl)acetamideHCID 71430100Methyl 3-[(2,3-dihydroxypropyl)amino]but-2-enoate

생성물 1

HCID 86739301Methyl 3-(2,3-dihydroxypropyl)amino-2-[3-chloro-6-(methylcarbonyl)amino-5-nitropyrazin-2-yl]-2-butenoate

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

To 50 ml isopropanol is added 2.0 g (0.008 m) N-(5,6-dichloro-3-nitropyrazinyl)acetamide (8), 1.32 g (0.007 m) methyl 3-(2,3-dihydroxypropyl) amino-2-butenoate (3), and 0.81 g (0.008 m) triethylamine. This dark solution is stirred at room temperature for five days. The solvents are then removed on the rotary evaporator and the residue is chromatographed on silica gel and is eluted with 8% methanol/chloroform. Material with Rf =0.5 is collected. This material is a reddish brown solid and is further purified by high pressure liquid chromatography to afford 9 as a brown solid, m.p. 70°-73°.

후처리

  1. customThe solvents are then removed on the rotary evaporator
  2. customthe residue is chromatographed on silica gel
  3. washis eluted with 8% methanol/chloroform
  4. customMaterial with Rf =0.5 is collected
  5. customis further purified by high pressure liquid chromatography

출처 및 근거

ORD 기록
ord-2ac811d7e0bd4aa59a2dba86d4e12bfa
출처 데이터셋
uspto-grants-1984_03
특허 번호
US04435400

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