2-Chlorobenzoxazole → N-(3-methyl-4-(3-(pyrimidin-4-yl)pyridin-2-yloxy)phenyl)benzo[d]oxazol-2-amine

HRID 252637ノート

反応式

HRID 252637 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([NH2:21])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][N:16]=2)=[CH:13][CH:12]=[CH:11][N:10]=1.Cl[C:23]1[O:24][C:25]2[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=2[N:27]=1>C1(C)C=CC=CC=1.CS(C)=O>[CH3:1][C:2]1[CH:3]=[C:4]([NH:21][C:23]2[O:24][C:25]3[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=3[N:27]=2)[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][N:16]=2)=[CH:13][CH:12]=[CH:11][N:10]=1

参加物

5

反応物 2

HCID 119862-ChlorobenzoxazoleHCID 583971983-Methyl-4-(3-(pyrimidin-4-yl)pyridin-2-yloxy)benzenamine

生成物 1

HCID 58966975N-(3-methyl-4-(3-(pyrimidin-4-yl)pyridin-2-yloxy)phenyl)benzo[d]oxazol-2-amine

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

To 3-methyl-4-(3-(pyrimidin-4-yl)pyridin-2-yloxy)benzenamine (30 mg, 0.11 mmol) in toluene (2.0 mL) was added 2-chlorobenzo[d]oxazole (0.014 mL, 0.12 mmol). The resulting mixture was heated to 100° C. for 47 h. The mixture was diluted with DMSO and purified by Gilson reverse-phase HPLC. The product-containing fractions were combined, diluted with methylene chloride, and extracted with saturated sodium carbonate. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to yield the title compound as a tan solid. MS m/z=396 [M+H]+. Calc'd for C23H17N6O2: 395.42.

後処理

  1. custompurified by Gilson reverse-phase HPLC
  2. additiondiluted with methylene chloride
  3. extractionextracted with saturated sodium carbonate
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-90cc0ad81bc64488b8e68069c786e29f
出典データセット
uspto-grants-2011_01
特許番号
US07868177B2

反応ノート

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