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N-methyl-2-pyrrolidone → (5'-Benzyl-3',4'-dimethyl-3,4,5,6-tetrahydro-2H-[1,2]bipyridinyl-4-yl)-methanol

HRID 447103
ノート
印刷プレビュー

反応式

HRID 447103 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]1.[CH2:9]([C:16]1N=[N:18][C:19](Cl)=[C:20]([CH3:23])[C:21]=1[CH3:22])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH3:25]N1C(=O)CCC1>C(Cl)Cl>[CH2:9]([C:16]1[C:21]([CH3:22])=[C:20]([CH3:23])[C:19]([N:1]2[CH2:6][CH2:5][CH:4]([CH2:7][OH:8])[CH2:3][CH2:2]2)=[N:18][CH:25]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 4207714-PiperidinemethanolHCID 591914873-Benzyl-6-chloro-4,5-dimethylpyridazine

生成物 1

HCID 68550385(5'-Benzyl-3',4'-dimethyl-3,4,5,6-tetrahydro-2H-[1,2]bipyridinyl-4-yl)-methanol

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
210 °C

実験手順

To the solution of piperidin-4-yl-methanol (125 mg, 1.03 mmol) in NMP (3 mL) is added 3-benzyl-6-chloro-4,5-dimethyl-pyridazine (60 mg, 0.258 mmol) and TEA. The reaction mixture is stirred at 210° C. in a microwave reactor for 2 h. Then the reaction mixture is diluted with DCM (15 mL) and washed with NaHCO3 and water. The organic solvent is separated and removed under reduced pressure. Purification by HPLC of the crude product with acetonitrile in water (from 20% to 100% with 3% 1-propanol) at 220 nm wavelength detection provides the desired product as off white powder (200 mg, 62%).

後処理

  1. washwashed with NaHCO3 and water
  2. customThe organic solvent is separated
  3. customremoved under reduced pressure
  4. customPurification by HPLC of the crude product with acetonitrile in water (from 20% to 100% with 3% 1-propanol) at 220 nm wavelength detection

出典と根拠

ORDレコード
ord-d87dc9bc7dba409992cb6dad57e65764
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08481542B2

反応ノート

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