Triethylamine hydrochloride → HCID 178505847, 화합물

HRID 394583노트

반응식

HRID 394583 반응식
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH:7]=[CH:6]2)#[N:2].Cl.C(N(CC)CC)C.[N-:27]=[N+:28]=[N-:29].[Na+]>COCCOC>[F:18][C:15]1[CH:16]=[CH:17][C:12]([N:8]2[C:9]3[C:5](=[CH:4][C:3]([C:1]4[NH:29][N:28]=[N:27][N:2]=4)=[CH:11][CH:10]=3)[CH:6]=[CH:7]2)=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 11130Triethylamine hydrochlorideHCID 33557Sodium AzideHCID 150064291-(4-fluorophenyl)-5-cyano-1H-indole

생성물 1

HCID 178505847HCID 178505847, 화합물

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

A suspension of 5-cyano-1-(4-fluorophenyl)-1H-indole (20 g) (prepared according to the method in Perregaard et al. J. Med. Chem. 1992 (35), 1092-1101), triethylamine hydrochloride (35 g) and sodium azide (20 g) in DME (250 mL) was boiled at reflux for 16 hours. Inorganic salts were filtered off and the solvent evaporated in vacuo. The remaining solid material was dissolved in ethyl acetate (500 mL) and water (500 mL) and glacial acetic acid was added. The organic phase was worked-up according to the general procedure above yielding 19 g of crystalline title compound 8a, mp 224-225° C. (washed with diethyl ether).

후처리

  1. customprepared
  2. temperatureat reflux for 16 hours
  3. filtrationInorganic salts were filtered off
  4. customthe solvent evaporated in vacuo
  5. dissolutionThe remaining solid material was dissolved in ethyl acetate (500 mL)
  6. additionwater (500 mL) and glacial acetic acid was added
  7. customabove yielding
  8. wash19 g of crystalline title compound 8a, mp 224-225° C. (washed with diethyl ether)

출처 및 근거

ORD 기록
ord-730beb1a9dc6452d8cfc984ce97552ee
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06602889B1

반응 노트

불러오는 중…