Diisopropylethylamine → HCID 70454392、化合物

HRID 1903791ノート

反応式

HRID 1903791 の反応式
Cl[C:2]1[N:3]([CH3:17])[C:4](=[O:16])[N:5]([CH3:15])[C:6](=[O:14])[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[O:18]([CH2:25][CH:26]([OH:32])[CH2:27][NH:28][CH2:29][CH2:30][NH2:31])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(C(C)C)C(C)C)C.[C:42](O)(=[O:48])/[CH:43]=[CH:44]/[C:45]([OH:47])=[O:46]>C(O)C.C(OCC)(=O)C.C(#N)C>[C:45]([OH:47])(=[O:46])/[CH:44]=[CH:43]/[C:42]([O:32][CH:26]([CH2:27][NH:28][CH2:29][CH2:30][NH:31][C:2]1[N:3]([CH3:17])[C:4](=[O:16])[N:5]([CH3:15])[C:6](=[O:14])[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:25][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:48]

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 444972Fumaric AcidHCID 2784948AC1MD7HPHCID 145507661-[(2-Aminoethyl)amino]-3-phenoxypropan-2-ol

生成物 1

HCID 70454392HCID 70454392、化合物

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

5.0 g. 4-Chloro-1,3-dimethyl-5-phenylpyrimidine-2,6(1H,3H)-dione, 4.2 g. 1-phenoxy-3-(2-aminoethylamino)-propan-2-ol and 3.5 ml. N-ethyldiisopropylamine are heated under reflux for 48 hours in 20 ml. acetonitrile. The reaction mixture is then evaporated, the residue is taken up in methylene chloride and the solution is shaken with 2 N aqueous sodium hydroxide solution, dried and separated by column chromatography on silica gel using, as elution agent, methylene chloride-methanol-ammonia-saturated methanol (40:1:1 v/v/v). The oil (5.3 g.) obtained by evaporation of the pure fractions is dissolved in 10 ml. ethyl acetate, whereupon the solution is mixed with a solution of 2 g. fumaric acid in 20 ml. ethanol. After crystallization has taken place, the crystals are filtered off with suction and subsequently washed with ethyl acetate. There are obtained 6.7 g. (62% of theory) of the desired product in the form of colorless crystals; m.p. 181°-183° C.

後処理

  1. temperatureunder reflux for 48 hours in 20 ml
  2. customThe reaction mixture is then evaporated
  3. customdried
  4. customseparated by column chromatography on silica gel using, as elution agent, methylene chloride-methanol-ammonia-saturated methanol (40:1:1 v/v/v)
  5. customThe oil (5.3 g.) obtained by evaporation of the pure fractions
  6. dissolutionis dissolved in 10 ml
  7. customAfter crystallization
  8. filtrationthe crystals are filtered off with suction
  9. washsubsequently washed with ethyl acetate
  10. customThere are obtained 6.7 g

出典と根拠

ORDレコード
ord-35292b17bbd84ccea664634c0e3c36fd
出典データセット
uspto-grants-1984_03
特許番号
US04438128

反応ノート

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