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Bromodiphenylmethane → 2-[4-[3-(Diphenylmethoxy)propyl]-1-piperazinyl]pyrimidine

HRID 35369
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HRID 35369 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH:13](O)[CH2:14][CH3:15])[CH2:9][CH2:8]1.[C:17]1([CH:23](Br)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)(O)[O-:32].[Na+]>CN(C)C=O>[C:17]1([CH:23]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[O:32][CH2:15][CH2:14][CH2:13][N:10]2[CH2:11][CH2:12][N:7]([C:2]3[N:3]=[CH:4][CH:5]=[CH:6][N:1]=3)[CH2:8][CH2:9]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 236603BromodiphenylmethaneHCID 516892Sodium BicarbonateHCID 212792541-(2-Pyrimidinyl)-4-piperazinyl propanol

생성물 1

HCID 142339542-[4-[3-(Diphenylmethoxy)propyl]-1-piperazinyl]pyrimidine수율 26%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of 1-(2-pyrimidinyl)-4-piperazinyl propanol 3 g. (0.013 mol) in 50 mol. of dimethylformamide was added 3.3 g. (0.013 mol) of diphenylmethylbromide and 2.9 g. (0.034 mol) of sodium bicarbonate. The reaction mixture was refluxed overnight, dimethylformamide was evaporated under reduced pressure, and the residue was extracted with methylene chloride (400 ml.). The methylene chloride extracts were collected, washed with water and evaporated, and the remaining residue was purified by HPLC to give 1.3 g. (26% yield) of the title compound. The free base which was converted to the (1:1) fumarate salt; m.p 166°-168° C.

후처리

  1. temperatureThe reaction mixture was refluxed overnight
  2. customdimethylformamide was evaporated under reduced pressure
  3. extractionthe residue was extracted with methylene chloride (400 ml.)
  4. customThe methylene chloride extracts were collected
  5. washwashed with water
  6. customevaporated
  7. customthe remaining residue was purified by HPLC
  8. customto give 1.3 g

출처 및 근거

ORD 기록
ord-db1c7b5655734fdd82605a2897516b93
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04766215

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