4-Chlorobenzoic Acid → Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate

HRID 2417481노트

반응식

HRID 2417481 반응식
[CH2:1]([O:3][C:4]([CH2:6][NH:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[C:12]([O:14][CH3:15])=[O:13])=[O:5])[CH3:2].C(N(CC)CC)C.[Cl:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][CH:31]=1.[H][H]>ClCCl.C(OCC)(=O)C.[Pd]>[Cl:29][C:30]1[CH:38]=[CH:37][C:33]([C:34]([CH2:2][CH2:1][O:3][C:4]([CH2:6][NH:7][CH2:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=2[NH2:19])[C:12]([O:14][CH3:15])=[O:13])=[O:5])=[O:35])=[CH:32][CH:31]=1

참가 물질

8

반응물 4

HCID 63184-Chlorobenzoic AcidHCID 8471TriethylamineHCID 22632382Methyl 3-[(ethoxycarbonylmethylamino)methyl]-4-nitrobenzoateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 69892547Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

2.2 g (6.14 mmol) of methyl 3-[(ethoxycarbonylmethylamino)-methyl]-4-nitrobenzoate was dissolved in 50 ml of dichloromethane. 4 mg (0.023 mmol) of 2-chloro-1,3-dimethylimidazonium chloride, 1.29 ml (9.2 mmol) of triethylamine and 1.16 g (7.3 mmol) of 4-chlorobenzoic acid were added to the obtained solution, and they were stirred overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 20 ml of ethyl acetate. 200 mg of 10% palladium/carbon was added to the obtained solution and they were stirred in the presence of hydrogen at room temperature for 5 hours. The reaction mixture was filtered through Celite and the solvent was evaporated to obtain the crude product.

후처리

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-bf48037024d24fb3aa3fcfdd82d810bd
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06825191B2

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