Tetrabutylammonium Fluoride → 1,5-Naphthyridine

HRID 1587831노트

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HRID 1587831 반응식
[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

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 53976296HCID 53976296, 화합물

생성물 1

HCID 1360701,5-Naphthyridine수율 550.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
40 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-b895d3e606f14bfa9666ce126eb04785
출처 데이터셋
uspto-grants-1993_06
특허 번호
US05219863

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