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HCID 69700784, 화합물 → HCID 69700361, 화합물

HRID 382341
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HRID 382341 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 2) (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 compound (350 mg). MS m/z 258 (M+-16); 1H NMR (CDCl3) δ1.1 (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-fe5ef7f6b74c46b3989e1ba7ab598a78
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06310075B1

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