4-Aminobiphenyl → N-biphenyl-4-yl-2-Methyl-malonamic acid methyl ester

HRID 1665675

반응식

HRID 1665675 반응식
C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[C:23]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1.[CH3:36][O:37][C:38](=[O:44])[CH:39]([CH3:43])[C:40](O)=[O:41]>CN(C1C=CN=CC=1)C.CN(C=O)C.O>[CH3:36][O:37][C:38](=[O:44])[CH:39]([CH3:43])[C:40]([NH:29][C:26]1[CH:25]=[CH:24][C:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:28][CH:27]=1)=[O:41]

참가 물질

8

반응물 4

HCID 71024-AminobiphenylHCID 757711-HydroxybenzotriazoleHCID 3006933-Methoxy-2-methyl-3-oxopropanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 57875815N-biphenyl-4-yl-2-Methyl-malonamic acid methyl ester수율 77.7%

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

HOBt (245 mg, 1.8 mmol), DMAP (370 mg, 3.0 mmol), EDCI.HCl (348 mg, 1.8 mmol) followed by biphenyl-4-ylamine (307 mg, 1.8 mmol) were added to a stirred solution of 2-methyl-malonic acid monomethyl ester (200 mg, 1.5 mmol) in DMF (3 mL) and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with water and the product was extracted with ethyl acetate. The ethyl acetate layer was washed with brine solution and concentrated under reduced pressure to afford 330 mg (77%) of N-biphenyl-4-yl-2-Methyl-malonamic acid methyl ester.

후처리

  1. extractionthe product was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with brine solution
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-455ba1db926f4928b12bd1c295bb1b98
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08039463B2

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