Lithium hydroxide, monohydrate → 4-[1-[3-(Trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoic acid

HRID 1675090ノート

反応式

HRID 1675090 の反応式
O.[OH-].[Li+].[F:4][C:5]([F:32])([F:31])[C:6]1[N:10]2[N:11]=[C:12]([N:15]3[CH2:20][CH2:19][CH:18]([C:21]4[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=4)[CH2:17][CH2:16]3)[CH:13]=[CH:14][C:9]2=[N:8][N:7]=1>CO.O>[F:32][C:5]([F:4])([F:31])[C:6]1[N:10]2[N:11]=[C:12]([N:15]3[CH2:20][CH2:19][CH:18]([C:21]4[CH:30]=[CH:29][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=4)[CH2:17][CH2:16]3)[CH:13]=[CH:14][C:9]2=[N:8][N:7]=1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 67340080Methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate

生成物 1

HCID 673391044-[1-[3-(Trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoic acid収率 97%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

Lithium hydroxide monohydrate (0.154 g, 3.66 mmol) was added to methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate (1.35 g, 3.33 mmol) in a mixture of methanol (30 mL) and water (15 mL). The resulting suspension was stirred at 50° C. for 16 hours. The mixture was cooled to room temperature, the methanol evaporated and the aqueous residue treated with 1M citric acid until precipitation ceased. The precipitate was collected by filtration, washed with water and dried to give 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoic acid (1.26 g, 97%) as a solid.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. customthe methanol evaporated
  3. additionthe aqueous residue treated with 1M citric acid until precipitation
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-176b20c597394fbe8dfe6d92c73707fb
出典データセット
uspto-grants-2011_08
特許番号
US08003649B2

反応ノート

読み込み中…