Triethylamine → 5-(4-p-Tolyl-piperazin-1-ylmethyl)-pyrimidine-2,4-diamine

HRID 2294036

反応式

HRID 2294036 の反応式
[C:1]1([CH3:13])[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:3][CH:2]=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>CN(C)C=O>[C:1]1([CH3:13])[CH:2]=[CH:3][C:4]([N:7]2[CH2:8][CH2:9][N:10]([CH2:24][C:25]3[C:26]([NH2:32])=[N:27][C:28]([NH2:31])=[N:29][CH:30]=3)[CH2:11][CH2:12]2)=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 831131-(p-Tolyl)piperazineHCID 214736085-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide

生成物 1

HCID 214736335-(4-p-Tolyl-piperazin-1-ylmethyl)-pyrimidine-2,4-diamine収率 51.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 0.87 g (0.00493 mol) of 1-p-tolyl-piperazine in 30 ml of dimethylformamide was treated with 1.37 ml (0.00986 mol) of triethylamine and 0.60 g (0.00164 mol) of 5-bromomethyl-pyrimidine-2,4-diamine dihydrobromide and the mixture was stirred at room temperature under argon for 110 hours. The mixture was completely freed from the solvents. The residue was chromatographed over silica gel with methanol as the eluent, digested in dichloromethane/water 1:1 and subsequently filtered off under suction. 0.25 g (51%) of 5-(4-p-tolyl-piperazin-1-ylmethyl)-pyrimidine-2,4-diamine was obtained as beige crystals; m.p. 248°-250°.

後処理

  1. customThe residue was chromatographed over silica gel with methanol as the eluent
  2. filtrationsubsequently filtered off under suction

出典と根拠

ORDレコード
ord-521d9de644634cf084fe6b6c555047c4
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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