Triethylamine → 3-[2-(4-(3-Trifluoromethylphenyl)piperazin-1-yl)ethylmercapto]-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine maleate

HRID 476904노트

반응식

HRID 476904 반응식
[SH:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([F:14])([F:13])[F:12])[C:5]2=[N:4][N:3]=1.Cl[CH2:16][CH2:17][N:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([C:30]([F:33])([F:32])[F:31])[CH:25]=2)[CH2:20][CH2:19]1.C(N(CC)CC)C.[C:41]([OH:48])(=[O:47])/[CH:42]=[CH:43]\[C:44]([OH:46])=[O:45]>C(O)C.CC(C)=O>[C:41]([OH:48])(=[O:47])/[CH:42]=[CH:43]\[C:44]([OH:46])=[O:45].[F:33][C:30]([F:31])([F:32])[C:26]1[CH:25]=[C:24]([N:21]2[CH2:20][CH2:19][N:18]([CH2:17][CH2:16][S:1][C:2]3[N:6]4[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([F:13])([F:14])[F:12])[C:5]4=[N:4][N:3]=3)[CH2:23][CH2:22]2)[CH:29]=[CH:28][CH:27]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 444266Maleic AcidHCID 112548451-(2-Chloroethyl)-4-[3-(trifluoromethyl)phenyl]piperazineHCID 178506204HCID 178506204, 화합물

생성물 1

HCID 867435673-[2-(4-(3-Trifluoromethylphenyl)piperazin-1-yl)ethylmercapto]-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine maleate수율 44.2%

시약·촉매·용매 2

HCID 180Acetone용매3회HCID 702Ethanol용매

실험 절차

A solution of 11 g of 3-mercapto-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine, prepared in Example 18, and 15 g of 1-chloro-2-[4-(3-trifluoromethylphenyl)piperazin-1-yl]ethane in 75 ml of ethanol containing 8 ml of triethylamine is heated under reflux for 6 hours. The reaction mixture is then concentrated in vacuo, water and ice are added and the extraction is carried out with ether. The organic phase is washed with water, with a dilute solution of sodium hydroxide and then again with water. The ether phase is dried and then concentrated and the residue obtained (21.5 g) is dissolved in acetone. A solution of 5.1 g of maleic acid in acetone is added to this acetone solution. The crystals which then form are filtered off, washed with acetone and ether and dried to give 11.5 g of 3-[2-(4-(3-trifluoromethylphenyl)piperazin-1-yl)ethylmercapto]-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine maleate in the form of crystals melting at 144°-5° C.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 6 hours
  3. concentrationThe reaction mixture is then concentrated in vacuo, water and ice
  4. additionare added
  5. extractionthe extraction
  6. washThe organic phase is washed with water, with a dilute solution of sodium hydroxide
  7. dry with materialThe ether phase is dried
  8. concentrationconcentrated
  9. customthe residue obtained (21.5 g)
  10. customThe crystals which then form
  11. filtrationare filtered off
  12. washwashed with acetone and ether
  13. customdried

출처 및 근거

ORD 기록
ord-344183d781374115b6f8a413dc83e1c4
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04886805

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