Tetrabutylammonium Fluoride → 1,5-Naphthyridine

HRID 1587831ノート

反応式

HRID 1587831 の反応式
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si](OCCO[C:40]1[N:41]=[C:42]2[C:47](=[CH:48][CH:49]=1)[N:46]=[C:45](CC)[CH:44]=[C:43]2OCC1C=CC(C2C=CC=CC=2C2N=NN(C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)N=2)=CC=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1>C1COCC1>[N:41]1[C:42]2[C:47](=[N:46][CH:45]=[CH:44][CH:43]=2)[CH:48]=[CH:49][CH:40]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 53976296HCID 53976296、化合物

生成物 1

HCID 1360701,5-Naphthyridine収率 550.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
40 °C

実験手順

A 1M solution of tetrabutylammonium fluoride in THF (14 ml) was added to a solution of compound E (1.1 g) in THF (10 ml) and the mixture was stirred for 2 hours. The solution was then warmed to 40° C. for 10 minutes. Volatile material was removed by evaporation and the residual oil was dissolved in ethyl acetate (75 ml) and washed with water (75 ml and 30 ml). The precipitated solid was collected by filtration to give 2-ethyl-6-hydroxy-4-[(2'-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)-methoxy]-1,5-naphthyridine (F) (0.83 g) as a white solid, m.p. 148°-149° C.; NMR (d6 -DMSO): 1.2(t,3H), 2.7(q,2H), 5.3(s,2H), 6.65-7.9(m,26H), 11.1(s,1H).

後処理

  1. customVolatile material was removed by evaporation
  2. dissolutionthe residual oil was dissolved in ethyl acetate (75 ml)
  3. washwashed with water (75 ml and 30 ml)
  4. filtrationThe precipitated solid was collected by filtration

出典と根拠

ORDレコード
ord-b895d3e606f14bfa9666ce126eb04785
出典データセット
uspto-grants-1993_06
特許番号
US05219863

反応ノート

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