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Trifluoroacetic acid → 1-{3-Chloro-4-[2-(2,4-difluoro-benzylamino)-ethoxy]-phenyl}-3-(5-cyano-pyrazin-2-yl)-urea

HRID 1019740
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HRID 1019740 반응식
[Cl:1][C:2]1[CH:27]=[C:26]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[N:36][C:35]([C:38]#[N:39])=[CH:34][N:33]=2)=[O:30])[CH:25]=[CH:24][C:3]=1[O:4][CH2:5][CH2:6][N:7]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[F:23])C(=O)OC(C)(C)C.FC(F)(F)C(O)=O>O1CCCC1>[Cl:1][C:2]1[CH:27]=[C:26]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[N:36][C:35]([C:38]#[N:39])=[CH:34][N:33]=2)=[O:30])[CH:25]=[CH:24][C:3]=1[O:4][CH2:5][CH2:6][NH:7][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[F:23]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 67469007tert-Butyl 2-(2-chloro-4-(3-(5-cyanopyrazin-2-yl)ureido)phenoxy)ethyl(2,4-difluorobenzyl)carbamate

생성물 1

HCID 545968971-{3-Chloro-4-[2-(2,4-difluoro-benzylamino)-ethoxy]-phenyl}-3-(5-cyano-pyrazin-2-yl)-urea수율 10.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
40 °C

실험 절차

To a solution of tert-butyl 2-(2-chloro-4-(3-(5-cyanopyrazin-2-yl)ureido)phenoxy)ethyl-(2,4-difluorobenzyl)carbamate (0.53 g, 0.95 mmol) in tetrahydrofuran (5 mL) at 0° C. was added trifluoroacetic acid (1.19 g, 9.5 mmol), and the resulting mixture was heated at 40° C. for 12 hours. The solvent was removed under reduced pressure to leave a residue that was purified by preparative HPLC (Preparative HPLC Method 1) to give the title compound (44 mg, 10%).

후처리

  1. customThe solvent was removed under reduced pressure
  2. customto leave a residue that
  3. customwas purified by preparative HPLC (Preparative HPLC Method 1)

출처 및 근거

ORD 기록
ord-18a7e7958bc24cd3aed2a87869150310
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08716287B2

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