1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59649723, 화합물

HRID 2081107노트

반응식

HRID 2081107 반응식
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:8]([OH:10])=O.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.[C:37](=[N:40]O)([NH2:39])[CH3:38]>CN(C)C=O>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:8]2[O:10][N:40]=[C:37]([CH3:38])[N:39]=2)[CH:11]=[CH:12][C:13]=1[CH3:14]

참가 물질

6

반응물 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 30926N-HydroxyacetamidineHCID 27960291-Hydroxybenzotriazole hydrateHCID 596497153-(Methoxymethoxy)-4-methylbenzoic acid

생성물 1

HCID 59649723HCID 59649723, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 3-methoxymethoxy-4-methyl-benzoic acid (1.96 g, 10 mmol) (from Example 50 supra), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (1.92 g, 10 mmol) (Aldrich) and 1-hydroxybenzotriazole hydrate (1.35 g, 10 mmol) (Aldrich) in N,N-dimethylformamide (25 mL) was stirred at room temperature for 30 minutes. Acetamide oxime (0.74 g, 10 mmol) (GFS Chemicals) was added and mixture heated at 140 C for 2 hours. After cooling, mixture was partitioned between ethyl acetate (2×) and saturated aqueous bicarbonate solution. Ethyl acetate solutions were combined and concentrated and residue purified by flash chromatography to give 5-(3-methoxymethoxy-4-methyl-phenyl)-3-methyl-[1,2,4]oxadiazole. (Yield 1.23 g, 52.5%).

후처리

  1. temperaturemixture heated at 140 C for 2 hours
  2. temperatureAfter cooling
  3. custommixture was partitioned between ethyl acetate (2×) and saturated aqueous bicarbonate solution
  4. concentrationconcentrated
  5. customresidue purified by flash chromatography

출처 및 근거

ORD 기록
ord-f3d2be62794f4ceea4acbd5ecce1b606
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932390B2

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