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

HRID 1903070ノート

反応式

HRID 1903070 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-2ac811d7e0bd4aa59a2dba86d4e12bfa
出典データセット
uspto-grants-1984_03
特許番号
US04435400

反応ノート

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