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Triethylamine → 1-(5-Acetyl-4-methylthiazol-2-yl)-3-{1-[2-(4-fluorophenyl)ethyl]-piperidin-3-ylmethyl}urea

HRID 896534
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HRID 896534 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][CH2:13][CH:12]([CH2:16][NH2:17])[CH2:11]2)=[CH:4][CH:3]=1.C1([O:24][C:25](=O)[NH:26][C:27]2[S:28][C:29]([C:33](=[O:35])[CH3:34])=[C:30]([CH3:32])[N:31]=2)C=CC=CC=1.C(N(CC)CC)C>C(#N)C>[C:33]([C:29]1[S:28][C:27]([NH:26][C:25]([NH:17][CH2:16][CH:12]2[CH2:13][CH2:14][CH2:15][N:10]([CH2:9][CH2:8][C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH2:11]2)=[O:24])=[N:31][C:30]=1[CH3:32])(=[O:35])[CH3:34]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10728523C-{1-[2-(4-Fluorophenyl)ethyl]-piperidin-3-yl}methylamineHCID 22259036Phenyl (5-acetyl-4-methyl-1,3-thiazol-2-yl)carbamate

생성물 1

HCID 865917181-(5-Acetyl-4-methylthiazol-2-yl)-3-{1-[2-(4-fluorophenyl)ethyl]-piperidin-3-ylmethyl}urea수율 68%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

A solution of C-{1-[2-(4-fluorophenyl)ethyl]-piperidin-3-yl}methylamine (25 mg, 106 μmol), (5-Acetyl-4-methylthiazol-2-yl)-carbamic acid phenyl ester (24 mg, 106 μmol) and triethylamine (29 μL, 210 μmol) in acetonitrile (3 mL) was stirred for 18 hours and concentrated. The residue was purified by flash chromatography, eluting with 5% methanol in dichloromethane, to provide an off-white solid (30 mg, 68%). 1H NMR (300 MHz, CD3OD) δ7.21 (m, 2H), 6.98 (t, J=9 Hz, 2H), 3.16 (m, 2H), 3.02 (m, 2H), 2.82 (m, 2H), 2.61 (m, 2H), 2.56 (s, 3H), 2.47 (s, 3H), 2.09 (m, 1H), 1.85 (m, 4H), 1.65 (m, 1H), 1.05 (m, 1H). Mass spec (ES+) m/z 419.2 (M+H+, 100%).

후처리

  1. concentrationconcentrated
  2. customThe residue was purified by flash chromatography
  3. washeluting with 5% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-db85e5d5f54844cea7afdc0958ec6e82
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06919356B2

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