HCID 67254135, 화합물 → 7-Amino-2,3-dimethyl-2,3-dihydro-isoindol-1-one

HRID 1947948노트

반응식

HRID 1947948 반응식
O[C:2]1([CH3:16])[C:10]2[C:5](=[C:6]([N+:11]([O-])=O)[CH:7]=[CH:8][CH:9]=2)[C:4](=[O:14])[N:3]1[CH3:15].[H][H]>[Pd].CC(O)=O>[NH2:11][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:5]=1[C:4](=[O:14])[N:3]([CH3:15])[CH:2]2[CH3:16]

참가 물질

5

반응물 2

HCID 67254135HCID 67254135, 화합물2회HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 585226217-Amino-2,3-dimethyl-2,3-dihydro-isoindol-1-one수율 50.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

A mixture of 3-hydroxy-2,3-dimethyl-7-nitro-2,3-dihydro-1H-isoindol-1-one (Compound 157B, 500 mg), AcOH (12 mL), and 5% Pd/C (60 mg) was hydrogenated for 14 h under 1 atm hydrogen atmosphere. The catalyst was filtered off and the filtrate was concentrated, residue was purified by column chromatography to afford 200 mg of the title compound (yield: 50%). 1H NMR (CDCl3, 300 MHz): δ=1.43 (d, J=6.8 Hz, 3H), 3.04 (s, 3H), 4.33 (q, J=6.3 Hz, 1H), 5.20 (s, br, 2H), 6.55 (d, J=8.1 Hz, 1H), 7.21-7.26 (m, 2H).

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated
  3. customresidue was purified by column chromatography

출처 및 근거

ORD 기록
ord-24674dc6677a4ea583d4369a51a87c6e
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399433B2

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