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Thionyl Chloride → Pyridine, 1,2,3,6-tetrahydro-4-(4-chlorophenyl)-1-(4-((7-(trifluoromethyl)-4-quinolinyl)amino)benzoyl)-

HRID 1862915
ノート
印刷プレビュー

反応式

HRID 1862915 の反応式
[F:1][C:2]([F:24])([F:23])[C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:22]=[CH:21][C:17]([C:18]([OH:20])=O)=[CH:16][CH:15]=3)=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.S(Cl)(Cl)=O.[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2[CH2:41][CH2:40][NH:39][CH2:38][CH:37]=2)=[CH:32][CH:31]=1>N1C=CC=CC=1>[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([C:36]2[CH2:41][CH2:40][N:39]([C:18](=[O:20])[C:17]3[CH:16]=[CH:15][C:14]([NH:13][C:7]4[C:6]5[C:11](=[CH:12][C:3]([C:2]([F:24])([F:1])[F:23])=[CH:4][CH:5]=5)[N:10]=[CH:9][CH:8]=4)=[CH:22][CH:21]=3)[CH2:38][CH:37]=2)=[CH:32][CH:31]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 1857174-(4-Chlorophenyl)-1,2,3,6-tetrahydropyridineHCID 135448384-{[7-(Trifluoromethyl)quinolin-4-YL]amino}benzoic acid

生成物 1

HCID 3054996Pyridine, 1,2,3,6-tetrahydro-4-(4-chlorophenyl)-1-(4-((7-(trifluoromethyl)-4-quinolinyl)amino)benzoyl)-収率 57%

試薬・触媒・溶媒 1

HCID 1049Pyridine
溶媒

実験手順

A solution of 3.9 g of 4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoic acid and thionyl chloride is allowed to reflux for 41/2 hours. After isolation, the acid chloride is dissolved in 100 ml pyridine and 4.0 g of 4-[4-chlorophenyl]-1,2,5,6-tetrahydropyridine is added. The reaction is stirred overnight and then partitioned between chloroform and aqueous sodium carbonate. The organic phase is dried and concentrated. The residue is crystallized from methylene chloride. The crystals are filtered, washed with ether, and dried to yield 2.99 g (57%) of 4-(4-chlorophenyl)-1,2,5,6-tetrahydro-1-[4-[[7-(trifluoromethyl)-4-quinolinyl]-amino]benzoyl]pyridine, of melting point 225°-226° C.

後処理

  1. temperatureto reflux for 41/2 hours
  2. custompartitioned between chloroform and aqueous sodium carbonate
  3. customThe organic phase is dried
  4. concentrationconcentrated
  5. customThe residue is crystallized from methylene chloride
  6. filtrationThe crystals are filtered
  7. washwashed with ether
  8. customdried

出典と根拠

ORDレコード
ord-b4109ce4a47a499d80661c8a24207473
出典データセット
uspto-grants-1979_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04166853

反応ノート

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