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 517983ノート

反応式

HRID 517983 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: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

参加物

5

反応物 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

生成物 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-trifluoroacetate収率 62%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-94056b3c3a9e4a8e8458977bb5bdc950
出典データセット
uspto-grants-2015_08
特許番号
US09115126B2

反応ノート

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