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

HRID 1469775ノート

反応式

HRID 1469775 の反応式
[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]

参加物

6

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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)+.

後処理

  1. customThe title compound was prepared

出典と根拠

ORDレコード
ord-d14b9f7f4d1f4349aad037b9f7c48cb1
出典データセット
uspto-grants-2015_04
特許番号
US09006257B2

反応ノート

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