Ethylene Glycol → 2-bromo-2-methyl-N-(4-trifluoromethyl-6H-pyrazolo[4',3':3,4]benzo[1,2-d]thiazol-2-yl)-propionamide

HRID 1360841ノート

反応式

HRID 1360841 の反応式
[Br:1][C:2]([CH3:29])([CH3:28])[C:3]([NH:5][C:6]1[S:7][C:8]2[C:14]3[CH:15]=[N:16][N:17](C(=O)C(Br)(C)C)[C:13]=3[CH:12]=[C:11]([C:24]([F:27])([F:26])[F:25])[C:9]=2[N:10]=1)=[O:4].O1CCCC1.C(O)CO.C(N(CC)CC)C>C(OCC)(=O)C.O>[Br:1][C:2]([CH3:29])([CH3:28])[C:3]([NH:5][C:6]1[S:7][C:8]2[C:14]3[CH:15]=[N:16][NH:17][C:13]=3[CH:12]=[C:11]([C:24]([F:25])([F:26])[F:27])[C:9]=2[N:10]=1)=[O:4]

参加物

7

反応物 4

HCID 174Ethylene GlycolHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 579512872-bromo-N-[6-(2-bromo-2-methyl-propionyl)-4-trifluoromethyl-6H-pyrazolo[4',3':3,4]benzo[1,2-d]thiazol-2-yl]-2-methyl-propionamide

生成物 1

HCID 579513762-bromo-2-methyl-N-(4-trifluoromethyl-6H-pyrazolo[4',3':3,4]benzo[1,2-d]thiazol-2-yl)-propionamide収率 91%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 4.32 g of 2-bromo-N-[6-(2-bromo-2-methyl-propionyl)-4-trifluoromethyl-6H-pyrazolo[4′,3′:3,4]benzo[1,2-d]thiazol-2-yl]-2-methyl-propionamide, 25 ml of tetrahydrofuran, 10 ml of ethyleneglycol and 1.30 ml of triethylamine was stirred at room temperature for 14 hours. After the completion of the reaction was confirmed by HPLC, water and ethyl acetate were added and then portioned. The ethyl acetate layer was washed with 1M hydrochoric acid, water and brine and dried over magnesium sulfate, filtered, and then concentrated to dryness under reduced pressure. Hexane was added to the residue and the solid was collected by filtration to give 2.87 g (yield: 91%) of 2-bromo-2-methyl-N-(4-trifluoromethyl-6H-pyrazolo[4′,3′:3,4]benzo[1,2-d]thiazol-2-yl)-propionamide as a pale yellow solid.

後処理

  1. additionwere added
  2. washThe ethyl acetate layer was washed with 1M hydrochoric acid, water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. additionHexane was added to the residue
  7. filtrationthe solid was collected by filtration

出典と根拠

ORDレコード
ord-6e9b9115d2074467a35e9578beb1780d
出典データセット
uspto-grants-2011_02
特許番号
US07879887B2

反応ノート

読み込み中…