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Trifluoroacetic acid → {2-[3'-(4-Fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl]-ethyl}-methyl-amine

HRID 553484
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HRID 553484 반응식
C(O[C:6](=O)[N:7]([CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][N:14]([C:17]2[C:22]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)=[N:21][CH:20]=[CH:19][N:18]=2)[CH2:13][CH2:12]1)C)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[F:29][C:26]1[CH:27]=[CH:28][C:23]([C:22]2[C:17]([N:14]3[CH2:13][CH2:12][N:11]([CH2:10][CH2:9][NH:7][CH3:6])[CH2:16][CH2:15]3)=[N:18][CH:19]=[CH:20][N:21]=2)=[CH:24][CH:25]=1
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참가 물질

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반응물 2

HCID 6422Trifluoroacetic acidHCID 67366867{2-[3'-(4-Fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

생성물 1

HCID 67368348{2-[3'-(4-Fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl]-ethyl}-methyl-amine수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Dissolve {2-[3′-(4-fluoro-phenyl)-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (3.8 g, 9.16 mmol, 1 eq.) in dichloromethane (20 mL). Add trifluoroacetic acid (41.2 g, 27.8 mL, 366.4 mmol, 40 eq.). Stir at room temperature for 1.5 hr. Partition the reaction mixture between aqueous 5N NaOH (pH aqueous layer=14) and dichlormethane. Separate the layers. Extract the aqueous layer with dichloromethane (2×50 mL). Combine the organic layers, dry over anhydrous Na2SO4, filter and concentrate to afford the title preparation (3.04 g, 100% yield). MS (loop): m/z=316.3 [M+H].

후처리

  1. customPartition the reaction mixture between aqueous 5N NaOH (pH aqueous layer=14) and dichlormethane
  2. customSeparate the layers
  3. extractionExtract the aqueous layer with dichloromethane (2×50 mL)
  4. dry with materialCombine the organic layers, dry over anhydrous Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate
  7. customto afford the title
  8. custompreparation (3.04 g, 100% yield)

출처 및 근거

ORD 기록
ord-421d57df2bbe476f850224fec73fcf99
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08048884B2

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