Ethyl alpha-Azido-beta-(4-methoxypyrid-3-yl)-acrylate → Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

HRID 1445920

반응식

HRID 1445920 반응식
[N:1]([C:4](=[CH:10][C:11]1[CH:12]=[N:13][CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-]>CC1C=CC=CC=1C>[CH2:8]([O:7][C:5]([C:4]1[NH:1][C:12]2=[N:13][CH:14]=[CH:15][C:16]([O:17][CH3:18])=[C:11]2[CH:10]=1)=[O:6])[CH3:9]

참가 물질

3

반응물 1

HCID 72796408Ethyl alpha-Azido-beta-(4-methoxypyrid-3-yl)-acrylate

생성물 1

HCID 11736140Ethyl 4-methoxy-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A stirred solution of ethyl-α-azido-β-(4-methoxypyrid-3-yl)-acrylate 2 (3.7 g, 14.9 mmol) in dry o-xylene (35 mL) was heated in an oil bath at 170° C. for 25 min. During this time the contents of the flask gained brick red color. After cooling, the mixture was concentrated under high vacuum. The resultant brown residue was purified on silica gel column using 5% methanol in CH2Cl2 to give 3 as brick red solid. Mp 195-197° C.; Yield: 3.3 g, 82%; ESI MS: m/z 220.9 (M+1).

후처리

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated under high vacuum
  3. customThe resultant brown residue was purified on silica gel column
  4. customto give 3 as brick red solid

출처 및 근거

ORD 기록
ord-1feb00a08af34c57a4e5d752862b7d45
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666898B2

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