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Ammonium Chloride → 4-Amino-2-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethyl]2,3-dihydroisoindol-1-one

HRID 914974
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HRID 914974 반응식
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][N:2]1[CH2:11][CH2:12][N:13]1[CH2:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[N+:22]([O-])=O)[C:14]1=[O:25].[Cl-].[NH4+]>CO.O.[Zn]>[NH2:22][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:20]=1[CH2:21][N:13]([CH2:12][CH2:11][N:2]1[CH2:3][CH2:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH2:1]1)[C:14]2=[O:25]
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참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 589581672-[2-(3,4-Dihydro-1H-isoquinolin-2-yl)ethyl]-4-nitro-2,3-dihydroisoindol-1-one

생성물 1

HCID 589582214-Amino-2-[2-(3,4-dihydro-1H-isoquinolin-2-yl)ethyl]2,3-dihydroisoindol-1-one수율 91.7%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 887Methanol용매
HCID 962
Water
용매

실험 절차

To a solution of 37 (0.38 g, 1.1 mmol) in methanol (6 mL) was added a solution of ammonium chloride (0.13 g, 2.42 mmol) in water (1.5 mL). Zinc powder (0.49 g, 7.4 mmol) was then added portionwise and the resulting mixture was stirred for 2 hours. The solids were filtered and washed with methanol, the filtrate was basified with saturated sodium bicarbonate (aq.), and the resulting mixture was extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give 38 (0.31 g, 88%).

후처리

  1. filtrationThe solids were filtered
  2. washwashed with methanol
  3. extractionthe resulting mixture was extracted with EtOAc
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-20d0830d01c949039f858551436077bf
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07265122B2

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