1-(3-Chlorophenyl)piperazine → 5-[4-(3-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine

HRID 2294040

反応式

HRID 2294040 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.Br.Br.Br[CH2:24][C:25]1[C:26]([NH2:32])=[N:27][C:28]([NH2:31])=[N:29][CH:30]=1>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:24][C:25]3[C:26]([NH2:32])=[N:27][C:28]([NH2:31])=[N:29][CH:30]=3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 13551-(3-Chlorophenyl)piperazineHCID 8471TriethylamineHCID 214736085-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide

生成物 1

HCID 214736735-[4-(3-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine収率 63%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 13.5 g (0.050 mol) of 1-(3-chloro-phenyl)-piperazine in 500 ml of tetrahydrofuran was treated with 35 ml (0.25 mol) of triethylamine and 18.2 g (0.050 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. 10 g (63%) of 5-[4-(3-chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine were obtained as beige crystals; m.p. 222°-226°.

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-82a69ec5510545d78b21805f22dd62c6
出典データセット
uspto-grants-1997_11
特許番号
US05688798

関連ノート

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