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

HRID 517983노트

반응식

HRID 517983 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:32]=[CH:31][C:16]([O:17][CH2:18][CH2:19][CH:20]3[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]3)=[C:15]([C:33]([F:36])([F:35])[F:34])[CH:14]=2)[N:4]=1)#[N:2].[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C(Cl)Cl.C(#N)C>[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40].[NH:22]1[CH2:23][CH:20]([CH2:19][CH2:18][O:17][C:16]2[CH:31]=[CH:32][C:13]([C:5]3[N:4]=[C:3]([C:1]#[N:2])[C:8]4[N:9]=[N:10][N:11]([CH3:12])[C:7]=4[CH:6]=3)=[CH:14][C:15]=2[C:33]([F:36])([F:34])[F:35])[CH2:21]1

참가 물질

5

반응물 2

HCID 6422Trifluoroacetic acidHCID 67294315tert-butyl 3-(2-(4-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)phenoxy)ethyl)azetidine-1-carboxylate

생성물 1

HCID 866733526-(4-(2-(azetidin-3-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile 2,2,2-trifluoroacetate수율 62%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 3-(2-(4-(4-cyano-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)phenoxy)ethyl)azetidine-1-carboxylate (86 mg) was dissolved in DCM (2000 μl) and acetonitrile (500 μl). Trifluoroacetic acid (400 μl) was added and the reaction stirred for 30 minutes. Solvent was evaporated under reduced pressure and the resulting residue dissolved in a minimum volume of EtOAc. Ether was added dropwise until the solution clouded then the mixture was allowed to stand for 30 minutes and filtered. Solid was washed with ether and dried to afford the desired product 6-(4-(2-(azetidin-3-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile 2,2,2-trifluoroacetate (62% yield).

후처리

  1. customSolvent was evaporated under reduced pressure
  2. dissolutionthe resulting residue dissolved in a minimum volume of EtOAc
  3. additionEther was added dropwise until the solution
  4. waitto stand for 30 minutes
  5. filtrationfiltered
  6. washSolid was washed with ether
  7. customdried

출처 및 근거

ORD 기록
ord-94056b3c3a9e4a8e8458977bb5bdc950
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115126B2

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