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

HRID 1675096ノート

反応式

HRID 1675096 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 101%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
65 °C

実験手順

Lithium hydroxide monohydrate (9.06 g, 215.94 mmol) was added to methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate (79.58 g, 196.31 mmol) in a mixture of MeOH (800 mL) and water (400 mL). The resulting suspension was stirred at 65° C. for 16 hours. The mixture was cooled to room temperature, the methanol evaporated and the aqueous residues diluted with water (600 mL), filtered then treated with 1M citric acid until precipitation ceased. The precipitate was collected by filtration, washed with water and dried to afford 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoic acid (77 g, 101%) as a solid.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. customthe methanol evaporated
  3. additionthe aqueous residues diluted with water (600 mL)
  4. filtrationfiltered
  5. additionthen treated with 1M citric acid until precipitation
  6. filtrationThe precipitate was collected by filtration
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-b4eb0ded7fc04667a27c0fd27be62bdb
出典データセット
uspto-grants-2011_08
特許番号
US08003649B2

反応ノート

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