4-Methylnicotinic acid Hydrochloride → 4-Methylpiperidine-3-carboxylic acid

HRID 1969727ノート

反応式

HRID 1969727 の反応式
Cl.[CH3:2][C:3]1[C:8]([C:9]([OH:11])=[O:10])=[CH:7][N:6]=[CH:5][CH:4]=1.[H][H]>O=[Pt]=O.CC(O)=O>[CH3:2][CH:3]1[CH2:4][CH2:5][NH:6][CH2:7][CH:8]1[C:9]([OH:11])=[O:10]

参加物

5

反応物 2

HCID 27965064-Methylnicotinic acid HydrochlorideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 136586094-Methylpiperidine-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 176Acetic Acid溶媒2 回

実験手順

AcOH (380 mL) was added to 4-methylnicotinic acid hydrochloride (50.5 g, 291 mmol, Maybridge) and PtO2 (5.05 g, 22.2 mmol, Johnson Matthey) in a 600 mL stainless steel reactor. The mixture was stirred under 220 psi of hydrogen at ambient temperature for about 14 hr. The supernatant solution was filtered through a nylon membrane and rinsed with enough AcOH until only the catalyst remained. The filtrate was concd under reduced pressure to give a clear oil that solidified upon cooling to ambient temperature to give crude 4-methylpiperidine-3-carboxylic acid with AcOH as an excipient (88.94 g, 170% crude): LC/MS (Table 1, Method b) Rt=0.44 min; MS m/z: 144 (M+H)+.

後処理

  1. filtrationThe supernatant solution was filtered through a nylon membrane
  2. washrinsed with enough AcOH until only the catalyst
  3. customto give a clear oil that

出典と根拠

ORDレコード
ord-38064ad3a6ae4dd8847fe8d2c1fddb7a
出典データセット
uspto-grants-2013_04
特許番号
US08426411B2

反応ノート

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