Tetrahydrofuran → 2-(2-Chloroethoxy)-4-(4-methylpiperazin-1-yl)-6-(naphthalene-1-sulfonylmethyl)phenylamine

HRID 2219011ノート

反応式

HRID 2219011 の反応式
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([N:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)[CH:8]=[C:9]([CH2:14][S:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][CH:19]=2)(=[O:17])=[O:16])[C:10]=1[N+:11]([O-])=O.C1COCC1>[Pd].CO>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([N:28]2[CH2:29][CH2:30][N:31]([CH3:34])[CH2:32][CH2:33]2)[CH:8]=[C:9]([CH2:14][S:15]([C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:21]=[CH:20][CH:19]=2)(=[O:17])=[O:16])[C:10]=1[NH2:11]

参加物

5

反応物 2

HCID 8028TetrahydrofuranHCID 598427971-[3-(2-Chloroethoxy)-5-(naphthalene-1-sulfonylmethyl)-4-nitrophenyl]-4-methylpiperazine

生成物 1

HCID 598427982-(2-Chloroethoxy)-4-(4-methylpiperazin-1-yl)-6-(naphthalene-1-sulfonylmethyl)phenylamine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 1-[3-(2-chloroethoxy)-5-(naphthalene-1-sulfonylmethyl)-4-nitrophenyl]-4-methylpiperazine (0.45 g, 0.85 mmoles) and 10% Pd/C in a 1:1 mixture of THF and methanol was hydrogenated on a Parr hydrogenator at 40 lb/in2 for 20 hours. The reaction mixture was filtered through Celite. The filtrate was diluted with EtOAc, washed with water, dried over Na2SO4, and concentrated under vacuum to afford the title compound as an off white solid (0.4 g, 0.82 mmoles), identified by HNMR and mass spectral analyses.

後処理

  1. filtrationThe reaction mixture was filtered through Celite
  2. additionThe filtrate was diluted with EtOAc
  3. washwashed with water
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-b0f5c5bfda234b9e86780698ad0f6bc2
出典データセット
uspto-grants-2008_08
特許番号
US07414051B2

反応ノート

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