1,1'-Carbonyldiimidazole → 4-{[(Imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl ester

HRID 909106노트

반응식

HRID 909106 반응식
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH2:11])=[CH:6][C:5]=1[O:12][CH3:13].[C:15](N1C=CN=C1)([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)=[O:16]>CN(C)C=O>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][C:15]([N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[O:16])=[CH:6][C:5]=1[O:12][CH3:13]

참가 물질

4

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 67094960Methyl 4-(aminomethyl)-2-methoxybenzoate

생성물 1

HCID 670953264-{[(Imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl ester수율 101.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 4-aminomethyl-2-methoxy-benzoic acid methyl ester (149 mg, 0.763 mmol) in N,N-dimethyl formamide (4.0 mL) was added 1,1′-carbonyldiimidazole (Aldrich, 127 mg, 0.762 mmol). After it was stirred at rt for 16 hrs under an argon atmosphere, the reaction mixture was extracted with EtOAc, and washed with water (2×), and saturated NaCl. The organic phase was separated, dried over Na2SO4, filtered and concentrated to give 4-{[(imidazole-1-carbonyl)-amino]-methyl}-2-methoxy-benzoic acid methyl ester (224.3 mg, 101% crude) which was used without further purification.

후처리

  1. extractionthe reaction mixture was extracted with EtOAc
  2. washwashed with water (2×), and saturated NaCl
  3. customThe organic phase was separated
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6a767bbc3db04fafba9821c02162003f
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017607B2

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