Water → Methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate

HRID 1675095ノート

反応式

HRID 1675095 の反応式
CCN(C(C)C)C(C)C.Cl[C:11]1[CH:12]=[CH:13][C:14]2[N:15]([C:17]([C:20]([F:23])([F:22])[F:21])=[N:18][N:19]=2)[N:16]=1.[NH:24]1[CH2:29][CH2:28][CH:27]([C:30]2[CH:39]=[CH:38][C:33]([C:34]([O:36][CH3:37])=[O:35])=[CH:32][CH:31]=2)[CH2:26][CH2:25]1.O>CC(N(C)C)=O>[F:21][C:20]([F:23])([F:22])[C:17]1[N:15]2[N:16]=[C:11]([N:24]3[CH2:29][CH2:28][CH:27]([C:30]4[CH:39]=[CH:38][C:33]([C:34]([O:36][CH3:37])=[O:35])=[CH:32][CH:31]=4)[CH2:26][CH2:25]3)[CH:12]=[CH:13][C:14]2=[N:19][N:18]=1

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 6136576-Chloro-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-b)pyridazineHCID 24904226Methyl 4-(piperidin-4-yl)benzoate

生成物 1

HCID 67340080Methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate収率 93%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
100 °C

実験手順

DIPEA (88 mL, 505.27 mmol) was added to 6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (45.0 g, 202.11 mmol) and methyl 4-(piperidin-4-yl)benzoate (48.75 g, 222.32 mmol) in DMA (250 mL). The resulting suspension was stirred at 100° C. for 1 hour then cooled to room temperature. The reaction mixture was added dropwise to water (1500 mL) with stirring. Stirring was continued for 10 minutes then the precipitate was collected by filtration, washed with water (300 mL) and ether (250 mL×2) and dried to afford methyl 4-[1-[3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]benzoate (76 g, 93%) as a solid.

後処理

  1. temperaturethen cooled to room temperature
  2. stirringwith stirring
  3. stirringStirring
  4. waitwas continued for 10 minutes
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with water (300 mL) and ether (250 mL×2)
  7. customdried

出典と根拠

ORDレコード
ord-6df5dab3fbf8442aa29f8380fd36bdd4
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…