1-(2-Methoxyphenyl)piperazine → 5-[4-(2-Methoxy-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine

HRID 2294042ノート

反応式

HRID 2294042 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(N(CC)CC)C.Br.Br.Br[CH2:25][C:26]1[C:27]([NH2:33])=[N:28][C:29]([NH2:32])=[N:30][CH:31]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:25][C:26]2[C:27]([NH2:33])=[N:28][C:29]([NH2:32])=[N:30][CH:31]=2)[CH2:11][CH2:10]1

参加物

5

反応物 3

HCID 13461-(2-Methoxyphenyl)piperazineHCID 8471TriethylamineHCID 214736085-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide

生成物 1

HCID 214736235-[4-(2-Methoxy-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine収率 38%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3.2 g (0.017 mol) of 1-(2-methoxy-phenyl)-piperazine in 100 ml of tetrahydrofuran was treated with 11.6 ml (0.084 mol) of triethylamine and 6.1 g (0.017 mol) of 5-bromomethyl-pyrimidine-2,4-diamine dihydrobromide and the mixture was stirred at room temperature under argon for 16 hours. The suspension obtained was suction filtered and the filtrate was completely freed from the solvents. The residue was chromatographed over silica gel with acetonitrile/methanol 1:1 as the eluent and digested in diethyl ether. 2.0 g (38%) of 5-[4-(2-methoxy-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine were obtained as white crystals; m.p. 195°-196°.

後処理

  1. customThe suspension obtained
  2. filtrationfiltered
  3. customThe residue was chromatographed over silica gel with acetonitrile/methanol 1:1 as the eluent and digested in diethyl ether

出典と根拠

ORDレコード
ord-404fb7722fae4ab8bb4f3f2f95206a85
出典データセット
uspto-grants-1997_11
特許番号
US05688798

反応ノート

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