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Diisopropylethylamine → 4'-[1-Oxo-2-(N-benzyl-N-((1,2,3,4-tetrahydro-2-naphthyl)-methyl)amino)ethyl]methanesulfonanilide

HRID 1029749
ノート
印刷プレビュー

反応式

HRID 1029749 の反応式
[CH2:1]([NH:8][CH2:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(C(C)C)CC)(C)C.Br[CH2:30][C:31]([C:33]1[CH:43]=[CH:42][C:36]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[CH:35][CH:34]=1)=[O:32]>CC(C)=O>[O:32]=[C:31]([C:33]1[CH:43]=[CH:42][C:36]([NH:37][S:38]([CH3:41])(=[O:40])=[O:39])=[CH:35][CH:34]=1)[CH2:30][N:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11]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 81531DiisopropylethylamineHCID 15592151N-(4-(2-bromoacetyl)phenyl)methanesulfonamideHCID 197742682-Benzylaminomethyl-1,2,3,4-tetrahydronaphthalene

生成物 1

HCID 197742564'-[1-Oxo-2-(N-benzyl-N-((1,2,3,4-tetrahydro-2-naphthyl)-methyl)amino)ethyl]methanesulfonanilide

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

2-Benzylaminomethyl-1,2,3,4-tetrahydronaphthalene (XXXIV) (2.8 g), N,N-diisopropyl-N-ethylamine (1.44 g) and 4'-(2-bromoacetyl)methanesulfonanilide (Temple, D. L. et al., J. Med. Chem., 19(5), 626-633 (1976)) (3.27 g) were dissolved in acetone (40 ml) and stirred 18 hours at ambient temperature. The solvent was evaporated and the residue was dissolved in CH2Cl2, which was washed with H2O, dried (MgSO4) and evaporated. The HCl salt was made by dissolving the residue in MeOH/concentrated HCl, concentrating, and triturating the residue with 2-PrOH and ether. The solid product, 4'-[1-oxo-2-(N-benzyl-N-((1,2,3,4-tetrahydro-2-naphthyl)methyl)-amino)ethyl]methanesulfonanilide.HCl (XXXIII.HCl), 3 g, had NMR and mass spectra consistent with the structure indicated. It was used without further purification.

後処理

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. washwhich was washed with H2O
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. dissolutionby dissolving the residue in MeOH/concentrated HCl
  7. concentrationconcentrating
  8. customtriturating the residue with 2-PrOH and ether
  9. customIt was used without further purification

出典と根拠

ORDレコード
ord-c98ab576a9494466820e24792c0d3766
出典データセット
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05102914

反応ノート

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