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

HRID 403507노트

반응식

HRID 403507 반응식
[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]

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-46918214ad9f4ede861590323b4039a8
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748435B2

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