Tetrabutylammonium Fluoride → 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine

HRID 1818945ノート

反応式

HRID 1818945 の反応式
[Cl:1][C:2]1[C:3]2[S:10][C:9]([C:11]3[N:12]=[N:13][N:14]([CH2:16][Si](C)(C)C)[CH:15]=3)=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1.O>[Cl:1][C:2]1[C:3]2[S:10][C:9]([C:11]3[N:12]=[N:13][N:14]([CH3:16])[CH:15]=3)=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1

参加物

5

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 866031744-chloro-6-(1-trimethylsilanylmethyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine

生成物 1

HCID 860949814-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine

試薬・触媒・溶媒 2

HCID 962Water触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of compound 48.3 (0.5 mmol) in THF (10.0 mL) was added several drops of water and TBAF (0.55 mmol; 1.0 M in THF) at 0° C. The resulting mixture was stirred at 0° C. for 15 minutes, concentrated and washed with hexanes. The white solid that formed was suspended in ice water (10 mL), filtered, washed with ice water and dried in vacuo to provide 4-chloro-6-(1-methyl-1H-[1,2,3]triazol-4-yl)-thieno[3,2-d]pyrimidine (compound 48.4) in 95% yield. EIMS (m/z): calcd. for C9H6ClN5S (M+)+H 252.00. found 252.00.

後処理

  1. concentrationconcentrated
  2. washwashed with hexanes
  3. customThe white solid that formed
  4. filtrationfiltered
  5. washwashed with ice water
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-6c5d0022afdd4b6da47f920f44fb840e
出典データセット
uspto-grants-2009_10
特許番号
US07601725B2

反応ノート

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