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 517975노트

반응식

HRID 517975 반응식
[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

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 70945099HCID 70945099, 화합물

생성물 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 trifluoroacetate수율 78%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

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온도
20 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-19ebbbcb137b4839bc3c23d211e28a88
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115126B2

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