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1,1'-Carbonyldiimidazole → 3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester

HRID 1747309
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반응식

HRID 1747309 반응식
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH:6]([NH:10][C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=1[NH2:18])[CH2:7][CH2:8][CH3:9])[CH3:2].C1N=CN([C:25](N2C=NC=C2)=[O:26])C=1>C1COCC1.C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH:6]([N:10]1[C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=2[NH:18][C:25]1=[O:26])[CH2:7][CH2:8][CH3:9])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 682631,1'-CarbonyldiimidazoleHCID 594975033-(2-Amino-5-methyl-phenylamino)-hexanoic acid ethyl ester

생성물 1

HCID 594972823-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester수율 84.5%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-(2-Amino-5-methyl-phenylamino)-hexanoic acid ethyl ester (1.4 g, 5.3 mmol) in THF (20 mL) was added CDI (1.0 g, 6.4 mmol). The reaction mixture was stirred at room temperature for 16 h. When the reaction was complete, the reaction mixture was diluted with ethyl acetate and washed with water. The organic phase was dried over Na2SO4 and concentrated to afford 1.3 g of the desired product as dark brown solid. The resulting residue was used for the next reaction without further purification. LCMS (ESMS): m/z 291.40 (M+H+).

후처리

  1. washwashed with water
  2. dry with materialThe organic phase was dried over Na2SO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9e0bbcee951f4a23b0e22b987dbd8ab3
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150556B2

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