2-Naphthoxyacetic acid → 1-[2-(2-Naphthyloxy)acetyl]-4-[2,6-di(1-pyrrolidinyl)-4-pyrimidinyl]homopiperazine

HRID 1768947

反応式

HRID 1768947 の反応式
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][C:13]([OH:15])=O.[N:16]1([C:21]2[N:26]=[C:25]([N:27]3[CH2:33][CH2:32][CH2:31][NH:30][CH2:29][CH2:28]3)[CH:24]=[C:23]([N:34]3[CH2:38][CH2:37][CH2:36][CH2:35]3)[N:22]=2)[CH2:20][CH2:19][CH2:18][CH2:17]1>O1CCCC1>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][C:13]([N:30]1[CH2:31][CH2:32][CH2:33][N:27]([C:25]2[CH:24]=[C:23]([N:34]3[CH2:35][CH2:36][CH2:37][CH2:38]3)[N:22]=[C:21]([N:16]3[CH2:17][CH2:18][CH2:19][CH2:20]3)[N:26]=2)[CH2:28][CH2:29]1)=[O:15]

参加物

4

反応物 2

HCID 84222-Naphthoxyacetic acidHCID 189463011-[2,6-Di(1-pyrrolidinyl)-4-pyrimidinyl]homopiperazine

生成物 1

HCID 189462861-[2-(2-Naphthyloxy)acetyl]-4-[2,6-di(1-pyrrolidinyl)-4-pyrimidinyl]homopiperazine収率 28%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 2-(2-naphthyloxy)acetic acid (1.1 g, 5.0 mmol) in anhydrous tetrahydrofuran (25 ml) carbonyl-diimidazole (0.80 g, 5.0 mmol) was added in portions, under stirring at room temperature. After 15 minutes a solution of 1-[2,6-di(1-pyrrolidinyl)-4-pyrimidinyl]homopiperazine (1.58 g, 5.0 mmol) in anhydrous tetrahydrofuran (15 ml) was added dropwise. The mixture was stirred at room temperature for 8 hours and the solvent was distilled off under reduced pressure. The residue was dissolved in methylene chloride, the solution was washed three times with water, dried over MgSO4 and concentrated. The obtained crude product was chromatographed over a silica gel column eluting with a 1:2 mixture of benzene and ethyl acetate to afford 0.7 g of the title compound, yield: 28%, mp. 103°-110° C.

後処理

  1. stirringThe mixture was stirred at room temperature for 8 hours
  2. distillationthe solvent was distilled off under reduced pressure
  3. dissolutionThe residue was dissolved in methylene chloride
  4. washthe solution was washed three times with water
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe obtained crude product
  8. customwas chromatographed over a silica gel column
  9. washeluting with a 1:2 mixture of benzene and ethyl acetate

出典と根拠

ORDレコード
ord-d6156057814448ad884c7ca6105d4e1e
出典データセット
uspto-grants-1995_01
特許番号
US05380724

関連ノート

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