Phosphorus oxychloride → 5-Chloro-7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidine hydrochloride

HRID 2088685ノート

反応式

HRID 2088685 の反応式
P(Cl)(Cl)([Cl:3])=O.[Cl:6][C:7]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:8]=1[C:14]1[NH:19][C:18](=O)[N:17]2[N:21]=[C:22]([CH:24]3[CH2:29][CH2:28][N:27]([CH:30]([CH3:32])[CH3:31])[CH2:26][CH2:25]3)[N:23]=[C:16]2[CH:15]=1>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1>[ClH:3].[Cl:3][C:18]1[N:17]2[N:21]=[C:22]([CH:24]3[CH2:29][CH2:28][N:27]([CH:30]([CH3:32])[CH3:31])[CH2:26][CH2:25]3)[N:23]=[C:16]2[CH:15]=[C:14]([C:8]2[CH:9]=[CH:10][C:11]([F:13])=[CH:12][C:7]=2[Cl:6])[N:19]=1

参加物

4

反応物 2

HCID 24813Phosphorus oxychlorideHCID 1361041887-(2-Chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

生成物 1

HCID 866544145-Chloro-7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidine hydrochloride

試薬・触媒・溶媒 1

HCID 66133Benzyl triethylammonium chloride触媒

反応条件

温度
120 °C

実験手順

4.5 ml of phosphoryl chloride were added to 1.25 g (3.2 mmol) of 7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (Example 50A), 1.46 g (6.41 mmol) of benzyltriethylammonium chloride were added and the reaction mixture was stirred at 120° C. for 16 h. The reaction mixture was concentrated and carefully, with vigorous stirring, added to ice. The mixture was stirred for another 10 min. Three times, the aqueous phase was extracted with dichloromethane. The combined organic phases were freed from the solvent and the residue was dried under high vacuum. This gave 715 mg (55% of theory) of the product.

後処理

  1. additionwere added
  2. concentrationThe reaction mixture was concentrated
  3. additioncarefully, with vigorous stirring, added to ice
  4. stirringThe mixture was stirred for another 10 min
  5. extractionThree times, the aqueous phase was extracted with dichloromethane
  6. customthe residue was dried under high vacuum

出典と根拠

ORDレコード
ord-7129db5fb6a64c9f97221b78868e6fa1
出典データセット
uspto-grants-2013_05
特許番号
US08436003B2

反応ノート

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