Triethylamine → HCID 70980720, 화합물

HRID 1749078노트

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HRID 1749078 반응식
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][O:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][CH:10]=[C:9](Cl)[N:8]=1)[CH3:2].C(N(CC)CC)C.[CH3:25][O:26][C:27]1[CH:34]=[C:33]([O:35][CH3:36])[CH:32]=[CH:31][C:28]=1[CH2:29][NH2:30]>CC#N>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][O:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][CH:10]=[C:9]([NH:30][CH2:29][C:28]2[CH:31]=[CH:32][C:33]([O:35][CH3:36])=[CH:34][C:27]=2[O:26][CH3:25])[N:8]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 5972502,4-DimethoxybenzylamineHCID 13245756Ethyl 2-[(6-chloro-3-nitro-2-pyridinyl)oxy]acetate

생성물 1

HCID 70980720HCID 70980720, 화합물수율 79.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a cooled (˜10° C.) solution of (6-chloro-3-nitro-pyridin-2-yloxy)-acetic acid ethyl ester (8.0 g, 30.8 mmol) in MeCN (80 mL) was added a solution of triethylamine (6.4 mL, 46 mmol) and 2,4-dimethoxybenzylamine (5.5 mL, 37 mmol). The mixture was then stirred for 16 hours at ambient temperature and then concentrated in vacuo. The residue was partitioned between EtOAc and aqueous potassium hydrogenphosphate solution. The EtOAc layer was then washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified using SiO2 chromatography (10-50% EtOAc/Petrol) to give [6-(2,4-dimethoxy-benzylamino)-3-nitro-pyridin-2-yloxy]acetic acid ethyl ester (9.53 g) as a yellow solid. MS: [M+H]+ 392

후처리

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between EtOAc and aqueous potassium hydrogenphosphate solution
  3. washThe EtOAc layer was then washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified

출처 및 근거

ORD 기록
ord-e92a3be54b6d4d42b4c82659aa8857bc
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09155743B2

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