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8-Nitro-4-(3-(trifluoromethyl)phenoxy)quinazoline → 4-(3-(Trifluoromethyl)phenoxy)quinazolin-8-amine

HRID 1469728
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HRID 1469728 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[N:12]=[CH:11][N:10]=[C:9]2[O:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)([O-])=O>CCOC(C)=O.[Pd]>[F:24][C:21]([F:22])([F:23])[C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=1)[O:14][C:9]1[C:8]2[C:13](=[C:4]([NH2:1])[CH:5]=[CH:6][CH:7]=2)[N:12]=[CH:11][N:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 716803958-Nitro-4-(3-(trifluoromethyl)phenoxy)quinazoline

생성물 1

HCID 716803914-(3-(Trifluoromethyl)phenoxy)quinazolin-8-amine수율 82.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 8-nitro-4-(3-(trifluoromethyl)phenoxy)quinazoline (400 mg, 1.19 mmol) in EtOAc (5 mL) was added 10% Pd on C (200 mg) and the suspension was hydrogenated in a Parr apparatus for 1 h at 20 psi. Then the reaction mixture was filtered through celite and the filtrate was concentrated. The residue was purified by column chromatography using 5% EtOAc in CHCl3 to afford 300 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.60 (s, 1H), 7.79 (s, 1H), 7.75-7.71 (m, 3H), 7.47-7.44 (m, 2H), 7.11 (d, J=6.3 Hz, 1H), 6.07 (s, 2H); MS (m/z): 305.19 (M+H)+.

후처리

  1. filtrationThen the reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-4d3ac43f6d3e4669bf6c0d76e091a019
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09006257B2

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