3-(Trifluoromethoxy)aniline → HCID 67338962, 화합물

HRID 1668942노트

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HRID 1668942 반응식
Cl[C:2]1[C:11]2[C:6](=[C:7]([I:13])[C:8]([CH3:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:14])[N:3]=1.[F:15][C:16]([F:26])([F:25])[O:17][C:18]1[CH:19]=[C:20]([NH2:24])[CH:21]=[CH:22][CH:23]=1>CC(O)C>[I:13][C:7]1[C:8]([CH3:12])=[CH:9][CH:10]=[C:11]2[C:6]=1[N:5]=[C:4]([CH3:14])[N:3]=[C:2]2[NH:24][C:20]1[CH:21]=[CH:22][CH:23]=[C:18]([O:17][C:16]([F:15])([F:25])[F:26])[CH:19]=1

참가 물질

4

반응물 2

HCID 737533-(Trifluoromethoxy)anilineHCID 584664654-Chloro-8-iodo-2,7-dimethylquinazoline

생성물 1

HCID 67338962HCID 67338962, 화합물수율 74.1%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
170 °C

실험 절차

4-Chloro-8-iodo-2,7-dimethylquinazoline (0.30 g, 0.94 mmol) and 3-(trifluoromethoxy)benzenamine (0.20 g, 1.1 mmol) were placed in a microwave vial containing 3 mL of IPA. The vial was capped and heated in a microwave reactor at 170° C. for 10 min. The mixture was concentrated in vacuo and the residue was taken up in ethyl acetate and washed (2×) with an aqueous saturated solution of sodium bicarbonate, then with water and then brine. The organic layer was dried with sodium sulfate, concentrated and purified by column chromatography on silica gel using a gradient of 20 to 60% EtOAc in hexanes to give a 8-iodo-2,7-dimethyl-N-(3-(trifluoromethoxy)phenyl)quinazolin-4-amine (0.32 g, 74%) as an off-white solid. MS (M+H)+ 460.

후처리

  1. customThe vial was capped
  2. concentrationThe mixture was concentrated in vacuo
  3. washwashed (2×) with an aqueous saturated solution of sodium bicarbonate
  4. dry with materialThe organic layer was dried with sodium sulfate
  5. concentrationconcentrated
  6. custompurified by column chromatography on silica gel using a gradient of 20 to 60% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-9bb9efe741c84c248e1675acc9f08a8f
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989461B2

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