1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-Methyl-5-phenyl-1H-pyrrolo[2,3-c]pyridine

HRID 400605노트

반응식

HRID 400605 반응식
C(OC(=O)[NH:7][C:8]1[CH:9]=[N:10][C:11]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:12][C:13]=1[C:14]#[C:15][CH3:16])(C)(C)C.C1CCN2C(=NCCC2)CC1>CO.O>[CH3:16][C:15]1[NH:7][C:8]2=[CH:9][N:10]=[C:11]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:12]=[C:13]2[CH:14]=1

참가 물질

5

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 60026785(6-Phenyl-4-prop-1-ynylpyridin-3-yl)carbamic acid tert-butyl ester

생성물 1

HCID 600266192-Methyl-5-phenyl-1H-pyrrolo[2,3-c]pyridine수율 99.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

A solution of (6-phenyl-4-prop-1-ynylpyridin-3-yl)carbamic acid tert-butyl ester (670 mg, 2.17 mmol) in a mixture of 33 mL of methanol and 11 mL of water was treated with DBU (2.0 mL, 13.4 mmol). The resulting mixture was heated at 60° C. After 24 hours, the mixture was concentrated in vacuo, 50 mL of water was added, the mixture was sonicated, and the resulting solid was filtered. The solid was dried over P2O5 in vacuum to give 450 mg of the title product as a yellow solid (99% yield), which was used without further purification.

후처리

  1. concentrationthe mixture was concentrated in vacuo, 50 mL of water
  2. additionwas added
  3. customthe mixture was sonicated
  4. filtrationthe resulting solid was filtered
  5. dry with materialThe solid was dried over P2O5 in vacuum

출처 및 근거

ORD 기록
ord-1ad0635c51564572aea0371a72359b89
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741897B2

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