Ammonium Chloride → 4-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amine

HRID 1469775노트

반응식

HRID 1469775 반응식
[F:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[C:16]3[C:11](=[C:12]([N+:17]([O-])=O)[CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[CH:4][C:3]=1[C:22]([F:25])([F:24])[F:23].[NH4+].[Cl-]>CCO.O.[Fe]>[F:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[C:16]3[C:11](=[C:12]([NH2:17])[CH:13]=[CH:14][CH:15]=3)[N:10]=[CH:9][CH:8]=2)=[CH:4][C:3]=1[C:22]([F:25])([F:23])[F:24]

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 716778824-(4-Fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinoline

생성물 1

HCID 716780484-(4-Fluoro-3-(trifluoromethyl)phenoxy)quinolin-8-amine수율 64.7%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

실험 절차

The title compound was prepared following the procedure described in Intermediate-11, step-4 using 4-(4-fluoro-3-(trifluoromethyl)phenoxy)-8-nitroquinoline (380 mg, 1.07 mmol), iron powder (604 mg, 10.79 mmol), and NH4Cl (461 mg, 8.63 mmol) in EtOH (10 mL) and water (3 mL) to afford 223 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.55 (d, J=4.8 Hz, 1H), 7.75 (d, 1H), 7.67 (d, J=7.5 Hz, 2H), 7.34 (d, J=4.5 Hz, 2H), 6.92 (t, 1H), 6.68 (d, J=4.8 Hz, 1H), 5.98 (s, 2H); MS (m/z): 323.28 (M+H)+.

후처리

  1. customThe title compound was prepared

출처 및 근거

ORD 기록
ord-d14b9f7f4d1f4349aad037b9f7c48cb1
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006257B2

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