Methylamine → 1-benzyl-N-methylpiperidine-4-carboxamide

HRID 403507ノート

反応式

HRID 403507 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN.[CH2:19]([N:21]=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.C([O-])(O)=O.[Na+]>C1COCC1.CN(C=O)C>[CH3:19][NH:21][C:14]([CH:11]1[CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:9][CH2:10]1)=[O:16]

参加物

8

反応物 5

HCID 6329MethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 516892Sodium BicarbonateHCID 47149831-Benzylpiperidine-4-carboxylic acid

生成物 1

HCID 409218631-benzyl-N-methylpiperidine-4-carboxamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 1-benzylpiperidine-4-carboxylic acid (1 g, 4.56 mmol), methylamine (9.12 ml of a 2N solution in THF, 18.2 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (1.75 g, 9.1 mmol) and 1-hydroxybenzotriazole (0.7 g, 4.56 mmol) in 10 ml DMF was stirred at rt for 3 h. The reaction mixture was poured on saturated aqueous NaHCO3 and extracted with ethyl acetate. The organic layer was washed with NaHCO3 solution and brine, dried (Na2 SO4) and evaporated. Drying in vacuo gave a colorless solid which was used in the next step without further purification.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with NaHCO3 solution and brine
  3. customdried (Na2 SO4)
  4. customevaporated
  5. customDrying in vacuo
  6. customgave a colorless solid which
  7. customwas used in the next step without further purification

出典と根拠

ORDレコード
ord-46918214ad9f4ede861590323b4039a8
出典データセット
uspto-grants-2014_06
特許番号
US08748435B2

反応ノート

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