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

HRID 1818945노트

반응식

HRID 1818945 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water촉매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-6c5d0022afdd4b6da47f920f44fb840e
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601725B2

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