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HCID 69658884, 화합물 → HCID 69658351, 화합물

HRID 2212968
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HRID 2212968 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH2:10][CH2:9][CH2:8][C:7]=1[C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=2)[NH:13][CH:12]=1)=[O:5])[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][CH2:9][CH2:8][C@@H:7]1[C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:20]#[N:21])[CH:18]=2)[NH:13][CH:12]=1)=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 69658884HCID 69658884, 화합물

생성물 1

HCID 69658351HCID 69658351, 화합물수율 89%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

2-(5-Cyano-1H-indol-3-yl)-cyclopent-1-enecarboxylic acid ethyl ester (1.20 g, 4.3 mMol) was stirred and heated slightly until dissolved in methanol (250 mL). 10% palladium on carbon (300 mg) was added and the reaction was shaken in a Parr apparatus under hydrogen (50 psi) for 1 h. The reaction was filtered through Celite and sand, and the solvent was evaporated in vacuo. The product was obtained as a white solid (1.08 g, 89%). 1H NMR (400 MHz, CDCl3) δ 8.31 (1H, bs), 8.00 (1H, s), 7.37 (2H, AB, δv=18 Hz, J=8.4 Hz), 7.09 (1H, d, J=1.5 Hz), 3.63 (2H, m), 3.48 (1H, m), 3.28 (1H, q, J=6.5 Hz), 2.00–2.22 (5H, m), 1.76 (1H, m), 0.63 (3H, t, J=6.8 Hz); MS m/e 305.2 (M+Na).

후처리

  1. temperatureheated slightly
  2. filtrationThe reaction was filtered through Celite and sand
  3. customthe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-627ca2dfc1d640cfb72bd1c31f001f90
출처 데이터셋
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07105516B2

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