Trifluoroacetic acid → 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate

HRID 517975ノート

反応式

HRID 517975 の反応式
[C:1]([C:3]1[C:8]2[N:9]=[N:10][N:11]([CH3:12])[C:7]=2[CH:6]=[C:5]([C:13]2[CH:14]=[C:15]([C:35]([F:38])([F:37])[F:36])[C:16]([O:19][CH2:20][CH2:21][CH:22]3[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]3)=[N:17][CH:18]=2)[N:4]=1)#[N:2].[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>ClCCl.C(#N)C>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[CH3:12][N:11]1[C:7]2[CH:6]=[C:5]([C:13]3[CH:18]=[N:17][C:16]([O:19][CH2:20][CH2:21][CH:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)=[C:15]([C:35]([F:36])([F:37])[F:38])[CH:14]=3)[N:4]=[C:3]([C:1]#[N:2])[C:8]=2[N:9]=[N:10]1

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 70945099HCID 70945099、化合物

生成物 1

HCID 866733511-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate収率 78%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

To a solution of tert-butyl 4-(2-(5-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-3-(trifluoromethyl)pyridin-2-yloxy)ethyl)piperidine-1-carboxylate (1.15 g) in dichloromethane (10 ml) and acetonitrile (5 ml), trifluoroacetic acid (2 ml) was added and the mixture stirred at 20° C. for 1 h then solvent evaporated under reduced pressure. The resulting residue was dissolved in ethyl acetate (10 ml) and diethyl ether added dropwise until the mixture turned cloudy. The solution was allowed to stand for two hours. The desired product was collected by filtration and washed with ether, dried in vacuum oven to give 920 mg 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (78%).

後処理

  1. customsolvent evaporated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in ethyl acetate (10 ml)
  3. additiondiethyl ether added dropwise until the mixture
  4. waitto stand for two hours
  5. filtrationThe desired product was collected by filtration
  6. washwashed with ether
  7. customdried in vacuum oven

出典と根拠

ORDレコード
ord-19ebbbcb137b4839bc3c23d211e28a88
出典データセット
uspto-grants-2015_08
特許番号
US09115126B2

反応ノート

読み込み中…