1-Phenylpiperazine → 5-(4-Phenyl-piperazin-1-ylmethyl)-pyrimidine-2,4-diamine

HRID 2294032

반응식

HRID 2294032 반응식
[C:1]1([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.Br.Br.Br[CH2:23][C:24]1[C:25]([NH2:31])=[N:26][C:27]([NH2:30])=[N:28][CH:29]=1>O1CCCC1>[C:1]1([N:7]2[CH2:12][CH2:11][N:10]([CH2:23][C:24]3[C:25]([NH2:31])=[N:26][C:27]([NH2:30])=[N:28][CH:29]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 70961-PhenylpiperazineHCID 8471TriethylamineHCID 214736085-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide

생성물 1

HCID 214736725-(4-Phenyl-piperazin-1-ylmethyl)-pyrimidine-2,4-diamine수율 57.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 0.14 g (0.00086 mol) of 1-phenyl-piperazine in 10 ml of tetrahydrofuran was treated with 0.6 ml (0.0043 mol) of triethylamine and 0.24 g (0.00086 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. 0.14 g (57%) of 5-(4-phenyl-piperazin-1-ylmethyl)-pyrimidine-2,4-diamine was obtained as white crystals; m.p. 263°-265°. A further 0.04 g of yellowish crystals was recovered from the mother liquor.

후처리

  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

출처 및 근거

ORD 기록
ord-be4176dd37174086b95cef00aec5ab70
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05688798

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