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Acetyl chloride → N-[3-(4-{2-[4-(cyclohexylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]ethyl}piperazin-1-yl)phenyl]acetamide

HRID 1514172
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HRID 1514172 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]3[N:17]([CH2:22][CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)[C:18](=[O:21])[NH:19][N:20]=3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[C:29](Cl)(=[O:31])[CH3:30]>N1C=CC=CC=1>[CH:23]1([CH2:22][N:17]2[C:18](=[O:21])[NH:19][N:20]=[C:16]2[CH2:15][CH2:14][N:11]2[CH2:10][CH2:9][N:8]([C:4]3[CH:3]=[C:2]([NH:1][C:29](=[O:31])[CH3:30])[CH:7]=[CH:6][CH:5]=3)[CH2:13][CH2:12]2)[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1
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4

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HCID 6367Acetyl chlorideHCID 595364625-{2-[4-(3-aminophenyl)piperazin-1-yl]ethyl}-4-(cyclohexylmethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

생성물 1

HCID 25184734N-[3-(4-{2-[4-(cyclohexylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]ethyl}piperazin-1-yl)phenyl]acetamide수율 10%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

A solution of 5-{2-[4-(3-aminophenyl)piperazin-1-yl]ethyl}-4-(cyclohexylmethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one D10 (0.13 g, 0.34 mmol) in pyridine (2 mL) was cooled to 0° C. and acetyl chloride (0.025 mL, 0.029 g, 0.36 mmol) was added. The reaction mixture was stirred at 0° C. for 18 hrs and then evaporated to dryness. The residue was purified by flash chromatography (Silica gel 60 Å, 45 μm, 10% methanol in dichloromethane) and afforded 0.015 g (10%) N-[3-(4-{2-[4-(cyclohexylmethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl]ethyl}piperazin-1-yl)phenyl]acetamide E38 as an orange oil.

후처리

  1. customevaporated to dryness
  2. customThe residue was purified by flash chromatography (Silica gel 60 Å, 45 μm, 10% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-995e8bb6f936413e8715fc8cca19b5e4
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08222254B2

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