Hydrochloric Acid → 4-[3-(4-{3-Trifluoromethylphenyl}piperazinyl)propylthio]pyrimidine

HRID 1251551

반응식

HRID 1251551 반응식
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][N:3]=1.Cl[CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=2)[CH2:14][CH2:13]1.C(N(CC)CC)C.Cl>CN(C=O)C>[F:27][C:24]([F:25])([F:26])[C:20]1[CH:19]=[C:18]([N:15]2[CH2:14][CH2:13][N:12]([CH2:11][CH2:10][CH2:9][S:1][C:2]3[CH:7]=[CH:6][N:5]=[CH:4][N:3]=3)[CH2:17][CH2:16]2)[CH:23]=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 3060362Piperazine, 1-(3-chloropropyl)-4-(3-(trifluoromethyl)phenyl)-HCID 178527731HCID 178527731, 화합물

생성물 1

HCID 158170584-[3-(4-{3-Trifluoromethylphenyl}piperazinyl)propylthio]pyrimidine수율 59%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.5 g (13.4 mmol) of 4-mercaptopyrimidine, 4.3 g (14 mmol) of 1-(3-chloropropyl)-4-(3-trifluoromethylphenyl) piperazine and 1.5 g (15 mmol) of triethylamine in 5 ml of DMF were stirred at 100° C. for 1 hour. The mixture was then poured into 5% strength hydrochloric acid and extracted with MTB ether. The aqueous phase was made alkaline with sodium hydroxide solution and then extracted with ethyl acetate, and the organic phase was dried over MgSO4 and concentrated. The residue was purified by chromatography (mobile phase: CH2Cl2/CH3OH═98/2). 3.0 g of product were obtained as a yellowish oil (=59% yield).

후처리

  1. extractionextracted with MTB ether
  2. extractionextracted with ethyl acetate
  3. dry with materialthe organic phase was dried over MgSO4
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography (mobile phase: CH2Cl2/CH3OH═98/2)

출처 및 근거

ORD 기록
ord-80bb9e343b394e8b9e1b5c03d2afdf6e
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342604B1

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