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HRID 1469730作成日:2026年10月26日

Ammonium Chloride → N4-(4,4-difluorocyclohexyl)quinazoline-4,8-diamine

https://huagongshe.com/reaction/1469730

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium ChlorideHCID 25517—
反応物N-(4,4-difluorocyclohexyl)-8-nitroquinazolin-4-amineHCID 71678050—
触媒IronHCID 23925—
溶媒EthanolHCID 702—
生成物N4-(4,4-difluorocyclohexyl)quinazoline-4,8-diamineHCID 8669223086.1%

反応手順

To a solution of N-(4,4-difluorocyclohexyl)-8-nitroquinazolin-4-amine (90 mg, 0.292 mmol) in EtOH (2 mL) were added iron powder (163 mg, 2.92 mmol) and NH4Cl (127 mg, 2.33 mmol) and the reaction mixture was heated at reflux for 2 h. Then the reaction mixture was filtered through celite. The celite bed was washed with 10% MeOH in CHCl3. The filtrate was washed with a saturated aq. NaHCO3 solution and water. The organic layer was separated, dried, filtered and concentrated to afford 70 mg of the title product. 1H NMR (300 MHz, DMSO d6): δ 8.38 (s, 1H), 7.64 (d, J=7.2 Hz, 1H), 7.35 (d, J=7.8 Hz, 1H), 7.19-7.14 (t, J=7.8 Hz, 1H), 6.87 (d, J=7.8 Hz, 1H), 5.71 (s, 2H), 4.38 (m, 1H), 2.09-1.97 (m, 6H), 1.73-1.69 (m, 2H); MS (m/z): 279.12 (M+H)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09006257B2
出典データセットuspto-grants-2015_04
ORD IDord-c9003f49b274484295f2f9369bcce0e5
出典メモuspto-grants-2015_04