Water → 1-Phenoxy-3-[2-(5-methylindazol-4-ylamino)-ethylamino]-propan-2-ol benzoate

HRID 1903810ノート

反応式

HRID 1903810 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[CH3:12][C:13]1[C:14]([NH:22][CH2:23]CN)=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][N:17]=[CH:16]2.C[N:27]([CH3:30])[CH:28]=O.C(Cl)Cl.[OH2:34]>C(OCC)(=O)C>[C:3]([O:4][CH:2]([CH2:30][NH:27][CH2:28][CH2:23][NH:22][C:14]1[C:13]([CH3:12])=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[N:17][NH:18]2)[CH2:1][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)(=[O:34])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

7

反応物 5

HCID 962WaterHCID 6228DimethylformamideHCID 6344DichloromethaneHCID 31217Phenyl glycidyl etherHCID 202378485-Methyl-4-(2-aminoethylamino)-indazole

生成物 1

HCID 538403351-Phenoxy-3-[2-(5-methylindazol-4-ylamino)-ethylamino]-propan-2-ol benzoate

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

3.0 g. Phenyl glycidyl ether and 6.0 g. 5-methyl-4-(2-aminoethylamino)-indazole are dissolved in 12 ml. dimethylformamide and left to stand for 2 days at ambient temperature. The reaction mixture is taken up in a little methylene chloride, shaken out three times with a 10-fold amount of water and the methylene chloride solution is dried and separated column chromatographically on silica gel using, as elution agent, methylene chloride-methanoltriethylamine (100:10:1 v/v/v). By evaporation of the pure fractions, there are obtained 5.2 g. of a dark oil, which is dissolved in a little ethyl acetate, mixed with 2.5 g. benzoic acid, filtered off with suction and recrystallized from ethyl acetate, with the use of active charcoal and fullers' earth. There are obtained 3.3 g. (36% of theory) of the desired product in the form of colorless crystals; m.p. 97°-103° C.

後処理

  1. dry with materialthe methylene chloride solution is dried
  2. customseparated column chromatographically on silica gel using
  3. washas elution agent, methylene chloride-methanoltriethylamine (100:10:1 v/v/v)
  4. customBy evaporation of the pure fractions, there
  5. customare obtained 5.2 g
  6. additionmixed with 2.5 g
  7. filtrationbenzoic acid, filtered off with suction
  8. customrecrystallized from ethyl acetate, with the use of active charcoal and fullers' earth
  9. customThere are obtained 3.3 g

出典と根拠

ORDレコード
ord-96624a8719fc473c865157e2f7dec313
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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