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

HRID 2294036

반응식

HRID 2294036 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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°.

후처리

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

출처 및 근거

ORD 기록
ord-521d9de644634cf084fe6b6c555047c4
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05688798

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