Diisopropylethylamine → Ethyl [4-({butyl[6-(4-methoxyphenyl)-5-methylpyrimidin-4-yl]amino}methyl)-2-methylphenoxy]acetate

HRID 1269648ノート

反応式

HRID 1269648 の反応式
Cl[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1.C(N(C(C)C)CC)(C)C.[CH2:26]([NH:30][CH2:31][C:32]1[CH:44]=[CH:43][C:35]([O:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[C:34]([CH3:45])[CH:33]=1)[CH2:27][CH2:28][CH3:29]>C(Cl)Cl>[CH2:26]([N:30]([CH2:31][C:32]1[CH:44]=[CH:43][C:35]([O:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[C:34]([CH3:45])[CH:33]=1)[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1)[CH2:27][CH2:28][CH3:29]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 184484054-Chloro-6-(4-methoxyphenyl)-5-methylpyrimidineHCID 58622846Ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate

生成物 1

HCID 58622872Ethyl [4-({butyl[6-(4-methoxyphenyl)-5-methylpyrimidin-4-yl]amino}methyl)-2-methylphenoxy]acetate収率 18.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
100 °C

実験手順

A mixture of 4-chloro-6-(4-methoxyphenyl)-5-methylpyrimidine (0.164 g, 0.7 mmol), diisopropylethylamine (0.24 mL, 1.4 mmol) and ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate (0.29 g, 1.05 mmol) was heated at 100° C. in a sealed reactivial for 18 h. The reaction mixture was then allowed to come to room temperature. The residue was dissolved in CH2Cl2 (50 mL), the organic solution was washed water (20 mL) and passed through a hydrophobic frit before concentrating in vacuo. Purification by Biotage™ chromatography (Silica, 90 g) eluting with 3:17–1:4 EtOAc:cyclohexane afforded the title compound as a pale yellow oil (62 mg).

後処理

  1. customto come to room temperature
  2. washthe organic solution was washed water (20 mL)
  3. concentrationbefore concentrating in vacuo
  4. customPurification by Biotage™ chromatography (Silica, 90 g)
  5. washeluting with 3:17–1:4 EtOAc

出典と根拠

ORDレコード
ord-7176481261694e17beaf04d23c611de4
出典データセット
uspto-grants-2007_04
特許番号
US07199239B2

反応ノート

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