Triethylamine → Ethyl 2-(4-butoxyphenyl)pyrimidine-5-carboxylate

HRID 1195614ノート

反応式

HRID 1195614 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[O:5])[CH3:2].C(N(CC)CC)C>C(OCC)(=O)C.[H][H].[Pd]>[CH2:1]([O:3][C:4]([C:6]1[CH:11]=[N:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[CH:14][CH:13]=2)=[N:8][CH:7]=1)=[O:5])[CH3:2]

参加物

6

反応物 2

HCID 8471TriethylamineHCID 3614036HCID 3614036、化合物

生成物 1

HCID 13907408Ethyl 2-(4-butoxyphenyl)pyrimidine-5-carboxylate収率 80%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒HCID 178418361HCID 178418361、化合物溶媒

実験手順

This compound (V) (3.3 g, 10 mmols) was dissolved in ethyl acetate (30 ml), followed by agitating the solution together with Pd/C (5%) (0.6 g) and triethylamine (1.0 g) in hydrogen atmosphere at room temperature for 3 hours, filtering off Pd/C, adding toluene (100 ml), washing the resulting fluid with 2N-hydrochloric acid (50 ml), washing it with water till the washing water became pH 7, drying the toluene phase over anhydrous magnesium sulfate, filtering off magnesium sulfate, concentrating under reduced pressure to obtain white crystals and recrystallizing the crystals from methanol to obtain ethyl-2-(4-butyloxyphenyl)-5-pyrimidinecarboxylate (VI) (2.4 g) (yield: 80%) having a melting point 99.1° C.

後処理

  1. filtrationfiltering off Pd/C
  2. additionadding toluene (100 ml)
  3. washwashing the resulting fluid with 2N-hydrochloric acid (50 ml)
  4. washwashing it with water till the washing water
  5. dry with materialdrying the toluene phase over anhydrous magnesium sulfate
  6. filtrationfiltering off magnesium sulfate
  7. concentrationconcentrating under reduced pressure
  8. customto obtain white crystals
  9. customrecrystallizing the crystals from methanol

出典と根拠

ORDレコード
ord-df3701453e05455f9bfd5954154153f1
出典データセット
uspto-grants-1992_05
特許番号
US05112523

反応ノート

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