1-Methylpiperazine → HCID 66886087, 화합물

HRID 1519063노트

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HRID 1519063 반응식
Cl.[Cl:2][CH:3]([C:8]1[C:9](=[O:17])[C:10]([OH:16])=[C:11]([CH3:15])[N:12]([CH3:14])[CH:13]=1)[C:4]([F:7])([F:6])[F:5].[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>CO>[ClH:2].[OH:16][C:10]1[C:9](=[O:17])[C:8]([CH:3]([N:22]2[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]2)[C:4]([F:7])([F:6])[F:5])=[CH:13][N:12]([CH3:14])[C:11]=1[CH3:15]

참가 물질

4

반응물 2

HCID 531671-MethylpiperazineHCID 86672815HCID 86672815, 화합물

생성물 1

HCID 66886087HCID 66886087, 화합물수율 41%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3-Hydroxy-1,2-dimethyl-5-[2,2,2-trifluoro-1-(4-methylpiperazin-1-yl)ethyl]pyridin-4(1H)-one hydrochloride (Apo7063) was prepared from 5-(1-chloro-2,2,2-trifluoroethyl)-3-hydroxy-1,2-dimethylpyridin-4(1H)-one hydrochloride (550 mg, 1.9 mmol) and 1-methylpiperazine (3.0 mL, 27.0 mmol) was added. The reaction was stopped when analysis of the HPLC chromatogram (Method 1) of the reaction mixture complete conversion. The reaction mixture was concentrated to give a solid. To the solid was added methanol (2 mL), the mixture was vortexed and filtered. Thus, Apo7063 was obtained as a solid (280 mg). Yield=41%; HPLC Method 1, purity (AUC)=99.8% at 280 nm; 1H NMR (DMSO-D6+a few drops of D2O) δ (ppm): 7.69 (s, 1H), 4.93 (q, J=9.7 Hz, 1H), 3.70 (s, 3H), 2.60-3.40 (b, 8H), 2.69 (s, 3H), 2.29 (s, 3H); MS-ESI m/z 320 [M+1]+ (100%), 220.

후처리

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. customto give a solid
  4. filtrationfiltered

출처 및 근거

ORD 기록
ord-86b563fd79d94f34b3d54511d1e35abd
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073865B2

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