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HCID 19610235, 화합물 → HCID 19610221, 화합물

HRID 1602177
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HRID 1602177 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH:8]([C:14]([O:16][CH3:17])=[O:15])[N:9]=[C:10]2[CH3:13])=[CH:5][CH:4]=1.[H][H]>[Pd]>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH:8]([C:14]([O:16][CH3:17])=[O:15])[NH:9][CH:10]2[CH3:13])=[CH:5][CH:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 19610235HCID 19610235, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 19610221HCID 19610221, 화합물수율 94%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

To a solution of 3,4-dihydro-7-methoxy-3-methoxycarbonyl-1-methyl-isoquinoline (2.0 g. 8.57 mmol). obtained from the previous step, in veOH (I 50 mL) was added Pd/C (0.g). The reaction mixture was hydrogenated for 21 hr at 4 atm hydrogen pressure. The catalyst was filtered off and the filtrate was concentrated in vacuo. The oily residue (2 g) was purified by a silica gel column using (1: 1) ethyl acetate/ hexane to yield a yellowish oil (94 %): IR (MIC) U 3340, 2951, 1739, 1616, 1503, 1436, 1290, 1228, 1035 cm-1 ; 1H-NMR (CDCl3, δ): 1.51 (d.J=6.6 Hz, 3H). 2.75 (broad s, 1H), 2.89- 3.03 (m. 2H), 3.72 (dd, J=4.5, 11.1 Hz, 1H). 3.79 (s. 6H), 4.14 (q. J=6.6 Hz, 1H), 6.71- 6.75 (m, 2H), 7.02 (d, J=7.8 Hz, I H): MS showed (M+H) +@ 236; Anal. Calcd for C13Hl7NO3 . HCl: C, 57.46; H, 6.68; N, 5.15; Found: C, 57.42; H, 6.64; N, 5.02.

후처리

  1. customobtained from the previous step, in veOH (I 50 mL)
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe oily residue (2 g) was purified by a silica gel column

출처 및 근거

ORD 기록
ord-acf4f931245347769fb7f57e0470bf50
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05981521

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