Ethoxalyl chloride → Oxo-(4-{4-[6-(6-trifluoromethyl-pyridin-3-ylamino)-pyridin-3-yl]-phenyl}-piperidin-1-yl)-acetic acid ethyl ester

HRID 76050노트

반응식

HRID 76050 반응식
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:15]=[CH:16][C:17]([NH:20][C:21]4[CH:22]=[N:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=4)=[N:18][CH:19]=3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.C(N(CC)C(C)C)(C)C.[CH2:40]([O:42][C:43](=[O:47])[C:44](Cl)=[O:45])[CH3:41]>C(Cl)Cl>[CH2:40]([O:42][C:43](=[O:47])[C:44](=[O:45])[N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]3[CH:19]=[N:18][C:17]([NH:20][C:21]4[CH:22]=[N:23][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:25][CH:26]=4)=[CH:16][CH:15]=3)=[CH:12][CH:13]=2)[CH2:4][CH2:3]1)[CH3:41]

참가 물질

5

반응물 3

HCID 20884Ethoxalyl chlorideHCID 81531DiisopropylethylamineHCID 66615908[5-(4-Piperidin-4-yl-phenyl)-pyridin-2-yl]-(6-trifluoromethyl-pyridin-3-yl)-amine hydrochloride

생성물 1

HCID 66615852Oxo-(4-{4-[6-(6-trifluoromethyl-pyridin-3-ylamino)-pyridin-3-yl]-phenyl}-piperidin-1-yl)-acetic acid ethyl ester수율 99.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

[5-(4-Piperidin-4-yl-phenyl)-pyridin-2-yl]-(6-trifluoromethyl-pyridin-3-yl)-amine hydrochloride (200 mg, 0.46 mmol) was slurried in DCM (2 mL) and to it was added N,N-diisopropylethylamine (1.320 mL, 7.6 mmol). Chloro-oxo-acetic acid ethyl ester (0.076 mL, 0.69 mmol) was added dropwise, and the reaction was stirred for 18 hours. The reaction mixture was partitioned between EtOAc and water, washed with brine, dried with magnesium sulfate, filtered, and concentrated via rotary evaporation to obtain 229 mg of the title compound as a crude oil, which was taken to the next step without purification: MS (M+H)+499.2.

후처리

  1. customThe reaction mixture was partitioned between EtOAc and water
  2. washwashed with brine
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated via rotary evaporation

출처 및 근거

ORD 기록
ord-2fb03a62131246de88fa1fa3b14c31b5
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835451B2

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