Water → Phenyl 6-methoxypyridin-3-ylcarbamate

HRID 413266

반응식

HRID 413266 반응식
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.N1C=CC=CC=1.[C:16]1([O:22][C:23](Cl)=[O:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.O>C(Cl)Cl>[C:16]1([O:22][C:23](=[O:24])[NH:9][C:6]2[CH:7]=[N:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 15891Phenyl chloroformateHCID 811216-Methoxy-3-pyridinylamine

생성물 1

HCID 20185962Phenyl 6-methoxypyridin-3-ylcarbamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

6-Methoxy-pyridin-3-ylamine (1.0 g, 8.06 mmol) and pyridine (18 ml) are stirred in dry CH2Cl2. To this mixture phenylchloroformate (1.9 g, 12.0 mmol) is added and stirred for 24 hours at room temperature. Water and a solution of 1:1 EtOAc/hexanes is added to the mixture and the organic layer is separated. The organic layer is washed with 1N HCl three times and with brine once. The organic layer is dried over Na2SO4, filtered, and evaporated in vacuo. Purify by flash column chromatography (0-10% EtOAc/CH2Cl2) to obtain (6-methoxy-pyridin-3-yl)-carbamic acid phenyl ester. Mass spec.: m+1=245 (AP+)

후처리

  1. customthe organic layer is separated
  2. washThe organic layer is washed with 1N HCl three times and with brine once
  3. dry with materialThe organic layer is dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated in vacuo
  6. customPurify by flash column chromatography (0-10% EtOAc/CH2Cl2)

출처 및 근거

ORD 기록
ord-3cbdfa93dbb24b87a0629322df48f552
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566367B2

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