Tetrahydrofuran → 5-Amino-2-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-2H-isoquinolin-1-one

HRID 1037766노트

반응식

HRID 1037766 반응식
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][N:12]3[CH:21]=[CH:20][C:19]4[C:14](=[CH:15][CH:16]=[CH:17][C:18]=4[N+:22]([O-])=O)[C:13]3=[O:25])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.O.O.[Sn](Cl)Cl.O1CCCC1>>[NH2:22][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:19]=1[CH:20]=[CH:21][N:12]([CH2:11][C:9]1[CH:8]=[CH:7][C:6]3[O:1][CH2:2][CH2:3][O:4][C:5]=3[CH:10]=1)[C:13]2=[O:25]

참가 물질

4

반응물 3

HCID 8028TetrahydrofuranHCID 61436Stannous chloride dihydrateHCID 582704062-(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-5-nitro-2H-isoquinolin-1-one

생성물 1

HCID 582704495-Amino-2-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-2H-isoquinolin-1-one

실험 절차

2-(2,3-Dihydro-benzo[1,4]dioxin-6-ylmethyl)-5-nitro-2H-isoquinolin-1-one (0.9 g, 0.002 mol), tin dichloride dihydrate (2 g, 0.009 mol) were stirred in tetrahydrofuran (10 mL, 0.1 mol) at room temperature for 20 hours. The volatiles were removed and the residue was purified via flash column chromatography (40 g of silica gel, 50% EtOAc/Hexanes) to give a red oil. MS m/z (M+H) 309.4.

후처리

  1. customThe volatiles were removed
  2. customthe residue was purified via flash column chromatography (40 g of silica gel, 50% EtOAc/Hexanes)
  3. customto give a red oil

출처 및 근거

ORD 기록
ord-f88660a63d5c479f8d1fd956ae733a87
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546579B2

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