Cesium carbonate → (+/-)-1-(2-Chloropyrimidin-4-yl)-5-(7-ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione

HRID 324401ノート

反応式

HRID 324401 の反応式
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:16]([C:17]3[C:18](=[O:24])[NH:19][C:20](=[O:23])[NH:21][CH:22]=3)[C:11]3[N:12]=[C:13]([CH3:15])[O:14][C:10]=3[CH:9]=[CH:8][C:7]=2[CH:25]=1)[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].[Cl:32][C:33]1[N:38]=[C:37](Cl)[CH:36]=[CH:35][N:34]=1>CN(C)C=O>[Cl:32][C:33]1[N:38]=[C:37]([N:21]2[CH:22]=[C:17]([CH:16]3[C:11]4[N:12]=[C:13]([CH3:15])[O:14][C:10]=4[CH:9]=[CH:8][C:7]4[CH:25]=[C:3]([CH2:1][CH3:2])[CH:4]=[CH:5][C:6]3=4)[C:18](=[O:24])[NH:19][C:20]2=[O:23])[CH:36]=[CH:35][N:34]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 775312,4-DichloropyrimidineHCID 70113435(+/-)-5-(7-Ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione

生成物 1

HCID 88152174(+/-)-1-(2-Chloropyrimidin-4-yl)-5-(7-ethyl-2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-2,4(1H,3H)-pyrimidinedione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of the product from step (vii) (4.50 g), cesium carbonate (4.37 g) and 2,4-dichloropyrimidine (3.00 g) in dry N,N-dimethylformamide (30 ml) was stirred for 25 hours. The reaction mixture was partitioned between ethyl acetate and water and the organic layer dried (MgSO4). Evaporation of the solvent gave an oil which was purified by column chromatography eluting with 50-100% ethyl acetate in 40-60 petroleum ether.

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. dry with materialthe organic layer dried (MgSO4)
  3. customEvaporation of the solvent
  4. customgave an oil which
  5. customwas purified by column chromatography
  6. washeluting with 50-100% ethyl acetate in 40-60 petroleum ether

出典と根拠

ORDレコード
ord-f8f104ec01aa4b60b6fa1a39cb6b8dc1
出典データセット
uspto-grants-2001_04
特許番号
US06218376B1

反応ノート

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