1-Methylpiperazine → HCID 66886087、化合物

HRID 1519063ノート

反応式

HRID 1519063 の反応式
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]

参加物

4

反応物 2

HCID 531671-MethylpiperazineHCID 86672815HCID 86672815、化合物

生成物 1

HCID 66886087HCID 66886087、化合物収率 41%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-86b563fd79d94f34b3d54511d1e35abd
出典データセット
uspto-grants-2015_07
特許番号
US09073865B2

反応ノート

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