Ammonia → 1-Oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

HRID 1846220노트

반응식

HRID 1846220 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6]C(C#N)=[CH:8][CH:9]=2)[CH2:4][NH:3]1.BrCC1C=C(C#N)C=CC=1C(OC)=O.N.CC[O:30][C:31]([CH3:33])=[O:32]>CO>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][C:33]([C:31]([OH:30])=[O:32])=[CH:8][CH:9]=2)[CH2:4][NH:3]1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 23359115Methyl 2-(bromomethyl)-4-cyanobenzoateHCID 468355361-oxo-2,3-dihydro-1H-isoindole-5-carbonitrile

생성물 1

HCID 128502661-Oxo-2,3-dihydro-1H-isoindole-5-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
40 °C

실험 절차

1-oxoisoindoline-5-carbonitrile. To methyl 2-(bromomethyl)-4-cyanobenzoate (0.3 g, 1.18 mmol) in a sealed tube, was added 7N NH3 in MeOH (10 mL). The tube was then sealed and the reaction stirred at 40° C. for 18 h. The reaction progress was monitored by TLC (90% EtOAc in hexanes). The reaction was filtered to give the title compound as a white solid. 1H NMR (400MHz, DMSO-d6): δ 8.95 (s, 1H), 8.1 (s, 1H), 7.9 (d, J=8.0 Hz, 1H), 7.8 (d, J=8.0 Hz, 1H), 4.4 (s, 2H).

후처리

  1. customThe tube was then sealed
  2. filtrationThe reaction was filtered

출처 및 근거

ORD 기록
ord-3d73a0d8019b457183b86103708d46e8
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952009B2

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