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Triethylamine → Trifluoroacetic acid

HRID 2209080
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HRID 2209080 반응식
[CH:1]1([N:4]2[C:8]3[C:9]([O:25][C@@H:26]([C@H:28]4[CH2:32][NH:31][C:30](=[O:33])[CH2:29]4)[CH3:27])=[N:10][C:11]([C:13]4[CH:18]=[CH:17][C:16]([N:19]5[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]5)=[CH:15][CH:14]=4)=[CH:12][C:7]=3[N:6]=[CH:5]2)[CH2:3][CH2:2]1.C(N(CC)CC)C.FC(F)(F)S([O:46][CH2:47][C:48]([F:51])([F:50])[F:49])(=O)=O>C(Cl)Cl>[CH:1]1([N:4]2[C:8]3[C:9]([O:25][C@@H:26]([C@H:28]4[CH2:32][NH:31][C:30](=[O:33])[CH2:29]4)[CH3:27])=[N:10][C:11]([C:13]4[CH:18]=[CH:17][C:16]([N:19]5[CH2:24][CH2:23][N:22]([CH2:47][C:48]([F:51])([F:50])[F:49])[CH2:21][CH2:20]5)=[CH:15][CH:14]=4)=[CH:12][C:7]=3[N:6]=[CH:5]2)[CH2:2][CH2:3]1.[F:49][C:48]([F:51])([F:50])[C:47]([OH:25])=[O:46]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonateHCID 117844129HCID 117844129, 화합물

생성물 2

HCID 6422Trifluoroacetic acidHCID 117843741(R)-4-((R)-1-((3-cyclopropyl-6-(4-(4-(2,2,2-trifluoroethyl)piperazin-1-yl)phenyl)-3H-imidazo[4,5-c]pyridin-4-yl)oxy)ethyl)pyrrolidin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In an appropriate sized vial the trifluoroacetic acid salt (R)-4-((R)-1-((3-cyclopropyl-6-(4-(piperazin-1-yl)phenyl)-3H-imidazo[4,5-c]pyridin-4-yl)oxy)ethyl)pyrrolidin-2-one 3.42 (25 mg, 0.046 mmol) and triethylamine (27 mg, 0.27 mmol) were dissolved in DCM (1.5 mL). To this mixture 2,2,2-trifluoroethyl trifluoromethanesulfonate (12 mg, 0.053 mmol) was added and the mixture was stirred at room temperature for 24 h. The mixture was concentrated under reduced pressure and the residue was purified via prep HPLC (2-65% acetonitrile in water, 0.1% trifluoroacteic acid) to provide (R)-4-((R)-1-((3-cyclopropyl-6-(4-(4-(2,2,2-trifluoroethyl)piperazin-1-yl)phenyl)-3H-imidazo[4,5-c]pyridin-4-yl)oxy)ethyl)pyrrolidin-2-one 3.47 as its trifluoroacetic acid salt.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was purified via prep HPLC (2-65% acetonitrile in water, 0.1% trifluoroacteic acid)

출처 및 근거

ORD 기록
ord-79a60cb494514b24ae9059752cff2fd1
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09376441B2

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