3-(Trifluoromethoxy)aniline → HCID 67338962、化合物

HRID 2092300ノート

反応式

HRID 2092300 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 67338962HCID 67338962、化合物収率 74.1%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
170 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-35edadf261a14e75963cee1bad42e992
出典データセット
uspto-grants-2013_05
特許番号
US08440674B2

反応ノート

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