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

HRID 2294034노트

반응식

HRID 2294034 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=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>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([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:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 974781-(4-Chlorophenyl)piperazineHCID 214736085-(Bromomethyl)pyrimidine-2,4-diamine dihydrobromide

생성물 1

HCID 214736515-[4-(4-Chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine수율 41.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 0.97 g (0.00493 mol) of 1-(4-chloro-phenyl)-piperazine in 35 ml of dimethylformamide was treated with 1.37 ml (0.00986 mol) of triethylamine and 0.60 g (0.0016 mol) of 5-bromomethyl-pyrimidine-2,4-diamine dihydrobromide and the mixture was stirred at room temperature under argon for 60 hours. The mixture was completely freed from the solvents. The residue was chromatographed over silica gel with acetonitrile/methanol 1:1 as the eluent, digested in dichloromethane/water 1:1 and subsequently filtered off under suction. 0.21 g (40%) of 5-[4-(4-chloro-phenyl)-piperazin-1-ylmethyl]-pyrimidine-2,4-diamine was obtained as white crystals; m.p. 296°-298°.

후처리

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

출처 및 근거

ORD 기록
ord-26c0f29b4074491eb14161b23fbd5073
출처 데이터셋
uspto-grants-1997_11
특허 번호
US05688798

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