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HCID 69700784, 화합물 → HCID 69700361, 화합물

HRID 369909
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HRID 369909 반응식
[CH2:1]([O:3][C:4]([N:6]1[C:15]2[C:10](=[CH:11][C:12]3[CH2:18][CH2:17][CH2:16][C:13]=3[CH:14]=2)[C@H:9]([NH:19]C(OCC2C=CC=CC=2)=O)[CH2:8][C@@H:7]1[CH3:30])=[O:5])[CH3:2]>[Pd].C(O)C.C1CCCCC=1>[CH2:1]([O:3][C:4]([N:6]1[C:15]2[C:10](=[CH:11][C:12]3[CH2:18][CH2:17][CH2:16][C:13]=3[CH:14]=2)[C@H:9]([NH2:19])[CH2:8][C@@H:7]1[CH3:30])=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 69700784HCID 69700784, 화합물

생성물 1

HCID 69700361HCID 69700361, 화합물수율 104.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 18676862Cyclohexene ethanol용매

실험 절차

cis-4-Benzyloxycarbonylamino-2-methyl-2,3,4,6,7,8-hexahydro-cyclopenta[g]quinoline-1-carboxylic acid ethyl ester (Example 1C) (500 mg), 10% palladium on carbon (150 mg), and a mixture of ethanol-cyclohexene (1:1, 50 mL) was heated at reflux for 2 h. The reaction mixture was cooled to room temperature, filtered through Celite®, and concentrated in vacuo. Purification by silica gel chromatography using 5% methanol/ethyl acetate afforded the title product (350 mg). MS m/z 258 (M+ -16); 1H NMR (CDCl3) δ 1.1 (d, 3H), 1.3 (t, 3H), 2.1 (m, 2H), 2.4 (m, 1H), 4.2 (m, 2H), 4.5 (m, 1H), 3.8 (dd, 1H), 7.2 (s, 2H).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. filtrationfiltered through Celite®
  4. concentrationconcentrated in vacuo
  5. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-ac9fb30aa5804647a09a3021c1e19d7c
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06140343

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