Diisopropylethylamine → 1-(2-(4-Benzyl-piperazin-1-yl)-ethyl)-3-(2,4,6-trimethyl-3-piperidin-1-yl-phenyl)-urea

HRID 1182252

反応式

HRID 1182252 の反応式
[CH3:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12]N[CH2:10][CH2:9]2)=[C:6]([CH3:14])[CH:5]=[C:4]([CH3:15])[C:3]=1[NH2:16].[CH3:17]CN(C(C)C)C(C)C.ClC(Cl)(O[C:30](=[O:36])OC(Cl)(Cl)Cl)Cl.[CH2:38]([N:45]1[CH2:50][CH2:49][N:48]([CH2:51][CH2:52][NH2:53])[CH2:47][CH2:46]1)[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1>ClCCCl>[CH2:38]([N:45]1[CH2:46][CH2:47][N:48]([CH2:51][CH2:52][NH:53][C:30]([NH:16][C:3]2[C:4]([CH3:15])=[CH:5][C:6]([CH3:14])=[C:7]([N:8]3[CH2:9][CH2:10][CH2:17][CH2:12][CH2:13]3)[C:2]=2[CH3:1])=[O:36])[CH2:49][CH2:50]1)[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 94429TriphosgeneHCID 27353312-(4-Benzylpiperazin-1-yl)ethan-1-amineHCID 47388012,4,6-Trimethyl-3-piperazin-1-yl-phenylamine

生成物 1

HCID 596437401-(2-(4-Benzyl-piperazin-1-yl)-ethyl)-3-(2,4,6-trimethyl-3-piperidin-1-yl-phenyl)-urea収率 166.4%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒2 回

実験手順

To a solution of 2,4,6-trimethyl-3-piperazin-1-yl-phenylamine (0.2 g, 0.92 mmol) and Hunig's base (0.7 mL, 4.0 mmol) in anhydrous 1,2-dichloroethane (3 mL) at 0° C. was added triphosgene (0.1 g, 0.35 mmol). The mixture was stirred at 0° C. for 30 minutes before the addition of a solution of 2-(4-benzyl-piperazin-1-yl)-ethylamine (0.2 g, 0.92 mmol) in 1,2-dichloroethane (2 mL). The reaction was stirred overnight and partitioned between water and methylene chloride. The organic layer was washed with brine, dried (MgSO4) and concentrated. The residue was chromatographed with florisil, eluting with a mixture of hexanes and ethyl acetate in the ratio of 2:1 to 100% ethyl acetate, and then to a mixture of ethyl acetate and MeOH (30:1) to give the title compound as a white foam (0.27 g, 64% yield).

後処理

  1. custompartitioned between water and methylene chloride
  2. washThe organic layer was washed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe residue was chromatographed with florisil
  6. washeluting with a mixture of hexanes and ethyl acetate in the ratio of 2
  7. addition1 to 100% ethyl acetate, and then to a mixture of ethyl acetate and MeOH (30:1)

出典と根拠

ORDレコード
ord-647dc391e7c048a580a2738a8fa06a34
出典データセット
uspto-grants-2007_10
特許番号
US07288538B2

関連ノート

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