Diisopropylethylamine → {1-[4-(4-Cyano-3-fluoro-phenyl)-5-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-pyrimidin-2-yl]-piperidin-4-yl}-carbamic acid tert-butyl ester

HRID 1773364노트

반응식

HRID 1773364 반응식
CO[C:3](=[O:24])[CH:4]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)[C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[C:9]([F:15])[CH:8]=1)=O.[C:25]([O:29][C:30](=[O:41])[NH:31][CH:32]1[CH2:37][CH2:36][N:35]([C:38](=[NH:40])[NH2:39])[CH2:34][CH2:33]1)([CH3:28])([CH3:27])[CH3:26].CCN(C(C)C)C(C)C>C1(C)C=CC=CC=1>[C:25]([O:29][C:30](=[O:41])[NH:31][CH:32]1[CH2:33][CH2:34][N:35]([C:38]2[NH:40][C:3](=[O:24])[C:4]([C:16]3[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=3)=[C:5]([C:7]3[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[C:9]([F:15])[CH:8]=3)[N:39]=2)[CH2:36][CH2:37]1)([CH3:28])([CH3:26])[CH3:27]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 72206806(1-Carbamimidoyl-piperidin-4-yl)-carbamic acid tert-butyl esterHCID 1184831003-(4-Cyano-3-fluoro-phenyl)-2-(4-methoxy-phenyl)-3-oxo-propionic acid methyl ester

생성물 1

HCID 136994852{1-[4-(4-Cyano-3-fluoro-phenyl)-5-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-pyrimidin-2-yl]-piperidin-4-yl}-carbamic acid tert-butyl ester수율 4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 3-(4-cyano-3-fluoro-phenyl)-2-(4-methoxy-phenyl)-3-oxo-propionic acid methyl ester (1.8 g, 5.5 mmol), (1-carbamimidoyl-piperidin-4-yl)-carbamic acid tert-butyl ester (2.6 g, 9.2 mmol), DIEA (2.4 g, 18.3 mmol) in toluene (50 mL) was refluxed overnight. The solvent was concentrated in vacuo. The residue was suspended in MeOH and the solids were filtered to give 100 mg (4%) of the title compound. [M+H] Calc'd for C28H30FN5O4, 520. Found, 520.

후처리

  1. temperaturewas refluxed overnight
  2. concentrationThe solvent was concentrated in vacuo
  3. filtrationthe solids were filtered

출처 및 근거

ORD 기록
ord-941326a5528d417d9af5e805f042bc2c
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255097B2

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