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

HRID 476904ノート

反応式

HRID 476904 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒3 回HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-344183d781374115b6f8a413dc83e1c4
出典データセット
uspto-grants-1989_12
特許番号
US04886805

反応ノート

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