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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Diisopropylethylamine → 2-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid [4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-y]amide

HRID 1510284
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HRID 1510284 반응식
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][N:16]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.C(N(C(C)C)CC)(C)C.[C:33]1([C:39]2[O:40][C:41]([C:47]([F:50])([F:49])[F:48])=[C:42]([C:44](Cl)=[O:45])[N:43]=2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(Cl)Cl.C(OCC)(=O)C>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:4]=[C:5]([CH:9]2[CH2:10][CH2:11][N:12]([C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:44]([C:42]4[N:43]=[C:39]([C:33]5[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=5)[O:40][C:41]=4[C:47]([F:49])([F:50])[F:48])=[O:45])=[CH:17][N:16]=3)[CH2:13][CH2:14]2)[CH:6]=[CH:7][CH:8]=1
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참가 물질

6

반응물 3

HCID 81531DiisopropylethylamineHCID 593712454-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-ylamineHCID 860328062-Phenyl-5-trifluoromethyl-oxazole-4-carbonyl chloride

생성물 1

HCID 468329082-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid [4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-5'-y]amide

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-ylamine (400 mg, 1.24 mmol) in methylene chloride (10 mL) was added diisopropylethylamine (0.60 mL, 3.30 mmol) followed by 2-phenyl-5-trifluoromethyl-oxazole-4-carbonyl chloride (300 mg, 1.10 mmol). The reaction was stirred at room temperature for 24 hours and then diluted with ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered and evaporated to dryness under vacuum. The residue was purified by HPLC to yield 2-phenyl-5-trifluoromethyl-oxazole-4-carboxylic acid [4-(3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-yl]-amide as a light purple solid. The NMR spectrum obtained on the sample is compatible with its structure. LCMS calcd for C28H22F6N4O2 (m/e) 560, obsd 561 (M+H).

후처리

  1. washThe organic layer was washed with saturated sodium bicarbonate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated to dryness under vacuum
  5. customThe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-e374248d74d34817937aa9820e688584
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08211914B2

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