Diisopropylethylamine → HCID 22625087、化合物

HRID 279657ノート

反応式

HRID 279657 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][NH:16][CH3:17])[N:9]=[CH:8][N:7]([CH2:18][O:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[C:6]2=[O:26].ClC1[CH:33]=[C:32]([CH3:34])[N:31]=[CH:30][N:29]=1.[CH:35](N(CC)C(C)C)(C)C>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][N:16]([CH3:35])[C:17]1[CH:33]=[C:32]([CH3:34])[N:31]=[CH:30][N:29]=1)[N:9]=[CH:8][N:7]([CH2:18][O:19][C:20](=[O:25])[C:21]([CH3:23])([CH3:22])[CH3:24])[C:6]2=[O:26]

参加物

4

反応物 3

HCID 81531DiisopropylethylamineHCID 5817964-Chloro-6-methylpyrimidineHCID 22624970HCID 22624970、化合物

生成物 1

HCID 22625087HCID 22625087、化合物収率 80%

実験手順

A solution of 6-methoxy-7-(2-(methylamino)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (363 mg, 1 mmol) and 4-chloro-6-methylpyrimidine (257 mg, 2 mmol), (J. Het. Chem., 1969, 6, 879), in N,N-diisopropylethylamine (2 ml) was heated at reflux for 30 minutes. The volatiles were removed by evaporation and the residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 6-methoxy-7-(2-(N-methyl-N-(6-methylpyrimidin-4-yl)amino)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one (365 mg, 80%).

後処理

  1. temperatureat reflux for 30 minutes
  2. customThe volatiles were removed by evaporation
  3. customthe residue was partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. washwashed with brine
  6. dry with materialdried (MgSO4)
  7. customthe solvent removed by evaporation
  8. customThe residue was purified by column chromatography
  9. washeluting with methylene chloride/methanol (95/5)

出典と根拠

ORDレコード
ord-e9293f6bbc574701bb988bce2410e516
出典データセット
uspto-grants-2002_03
特許番号
US06362336B1

反応ノート

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