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

HRID 1269648노트

반응식

HRID 1269648 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7176481261694e17beaf04d23c611de4
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199239B2

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