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

HRID 1269647ノート

反応式

HRID 1269647 の反応式
Cl[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1.C(N(CC)C(C)C)(C)C.[CH2:28]([NH:32][CH2:33][C:34]1[CH:46]=[CH:45][C:37]([O:38][CH2:39][C:40]([O:42][CH2:43][CH3:44])=[O:41])=[C:36]([CH3:47])[CH:35]=1)[CH2:29][CH2:30][CH3:31]>C(Cl)Cl>[CH2:28]([N:32]([CH2:33][C:34]1[CH:46]=[CH:45][C:37]([O:38][CH2:39][C:40]([O:42][CH2:43][CH3:44])=[O:41])=[C:36]([CH3:47])[CH:35]=1)[C:2]1[C:7]([CH3:8])=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[N:5]=[CH:4][N:3]=1)[CH2:29][CH2:30][CH3:31]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 184484034-chloro-5-methyl-6-[4-(trifluoromethyl)phenyl]PyrimidineHCID 58622846Ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate

生成物 1

HCID 58622901Ethyl {4-[(butyl{5-methyl-6-[4-(trifluoromethyl)phenyl] pyrimidin-4-yl}amino)methyl]-2-methylphenoxy}acetate収率 43.9%

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-5-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (0.229 g, 0.84 mmol), N,N-diisopropylethylamine (0.293 mL, 1.68 mmol) and ethyl {4-[(butylamino)methyl]-2-methylphenoxy}acetate (0.35 g, 1.26 mmol) was heated at 100° C. in a sealed reactivial for 18 h. The reaction mixture was then allowed to come to room temperature, and the residue dissolved in CH2Cl2 (50 mL), the organic extract was washed water (20 mL) and passed through a hydrophobic frit then concentrated in vacuo. Purification by Biotage™ chromatography (Silica, 90 g) eluting with 1:19–1:9 EtOAc:cyclohexane afforded the title compound as a colourless oil (0.19 g).

後処理

  1. customto come to room temperature
  2. extractionthe organic extract
  3. washwas washed water (20 mL)
  4. concentrationthen concentrated in vacuo
  5. customPurification by Biotage™ chromatography (Silica, 90 g)
  6. washeluting with 1:19–1:9 EtOAc

出典と根拠

ORDレコード
ord-b68f11fdb84f43ccb1ecad7f2b41040e
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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