Pyridine → 4-(Biphenyl-4-ylmethoxycarbonylamino)-biphenyl-3-carboxylic acid methyl ester

HRID 1070411노트

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HRID 1070411 반응식
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:6][C:5]=1[NH2:16].N1C=CC=CC=1.[C:24](Cl)(Cl)=[O:25].[C:28]1([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH:33]=[CH:32][C:31]([CH2:34][OH:35])=[CH:30][CH:29]=1>C1(C)C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:6][C:5]=1[NH:16][C:24]([O:35][CH2:34][C:31]1[CH:30]=[CH:29][C:28]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[CH:33][CH:32]=1)=[O:25])=[O:17]

참가 물질

7

반응물 4

HCID 1049PyridineHCID 6371PhosgeneHCID 19186(1,1'-Biphenyl)-4-methanolHCID 16768797Methyl 2-amino-5-phenylbenzoate

생성물 1

HCID 696869824-(Biphenyl-4-ylmethoxycarbonylamino)-biphenyl-3-carboxylic acid methyl ester

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매2회

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온도
90 °C

실험 절차

To a solution of methyl-5-phenyl-2-aminobenzoate (0.40 g, 1.76 mmol) and pyridine (0.285 mL, 3.52 mmol) in toluene (7 mL) at room temperature under argon was added 20% phosgene in toluene (1.32 mL, 2.55 mmol) and the mixture was heated at 90° C. for 1 h. The mixture was filtered, and the filtrate was concentrated to dryness. The crude material was dissolved in toluene (10 mL), biphenyl-4-methanol (0.270 g, 1.46 mmol) and DMAP (0.018 g, 0.146 mmol) were added and the mixture was heated at 90° C. for 18 h. The solvent was evaporated to dryness to give 0.51 g of 4-(biphenyl-4-ylmethoxycarbonylamino)-biphenyl-3-carboxylic acid methyl ester.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness
  3. dissolutionThe crude material was dissolved in toluene (10 mL)
  4. temperaturethe mixture was heated at 90° C. for 18 h
  5. customThe solvent was evaporated to dryness

출처 및 근거

ORD 기록
ord-fe88d1ad620a40e2a04a16d10d0d96d6
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903086B2

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