Water → 2-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole

HRID 74294노트

반응식

HRID 74294 반응식
[Cl:1][C:2]1[C:7]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][C:5]([N+:17]([O-:19])=[O:18])=[C:4](F)[CH:3]=1.[NH2:21][CH:22]1[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1.O>C(#N)C>[Cl:1][C:2]1[C:7]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][C:5]([N+:17]([O-:19])=[O:18])=[C:4]([NH:21][CH:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[CH:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 4192234-AminotetrahydropyranHCID 674987962-(4-Chloro-2-fluoronitrobenzen-5-yl)benzoxazole

생성물 1

HCID 674991902-(4-Chloro-2-(tetrahydropyran-4-yl)aminonitrobenzen-5-yl)benzoxazole수율 21%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of 2-(4-chloro-2-fluoronitrobenzen-5-yl)benzoxazole (see Working Example 112-1) (0.38 g, 1.3 mmol) in acetonitrile (8 mL) was added 4-aminotetrahydropyran (0.30 g, 2.9 mmol), and this was heated to reflux for 2 hours. After the reaction was complete, this was cooled to room temperature, water was added, and the precipitated crystals were filtered. The crystals obtained were purified by silica gel column chromatography to yield the title compound (0.10 g, 21% yield) as brown crystals.

후처리

  1. temperaturethis was heated
  2. temperatureto reflux for 2 hours
  3. filtrationthe precipitated crystals were filtered
  4. customThe crystals obtained
  5. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-f2b515ed9ff24eb585bd659ce4125e1c
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829035B2

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