Water → [3-(5-Nitro-pyridin-2-yloxy)-benzyl]-carbamic acid tert-butyl ester

HRID 645540

반응식

HRID 645540 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2].F[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][N:19]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C)C=O>[C:1]([O:5][C:6](=[O:16])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:18]2[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][N:19]=2)[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 952642-Fluoro-5-nitropyridineHCID 18369568tert-butyl N-((3-hydroxyphenyl)methyl)carbamate

생성물 1

HCID 68582589[3-(5-Nitro-pyridin-2-yloxy)-benzyl]-carbamic acid tert-butyl ester수율 43%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

A mixture of (3-hydroxy-benzyl)-carbamic acid tert-butyl ester (250 mg, 1.12 mmol), 2-fluoro-5-nitro-pyridine (150 mg, 1.12 mmol) and K2CO3 (120 mg) in N,N-dimethylformamide (3 mL) was heated under microwave condition at 100° C. for 10 min. The reaction mixture was poured into water, and extracted with ethyl acetate (2×). The solvent was removed, and the resulting residue was chromatographered using hexane/ethyl acetate (7:1) to give the title compound (165 mg, 43%). MS (DCI/NH3) m/z 346 (M+1)+.

후처리

  1. extractionextracted with ethyl acetate (2×)
  2. customThe solvent was removed

출처 및 근거

ORD 기록
ord-c4fc933ec128489f9529b0d138d84950
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07704997B1

연결된 노트

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